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Heavy Alkaline-Earth Metal Organometallic and Metal Organic Chemistry: Synthetic Methods and Properties

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Alkaline-Earth Metal Compounds

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 45))

Abstract

Despite the growing utility of heavy alkaline-earth metal organometallics, their high reactivity resulted in limited accessibility. Over the last decade, synthetic strategies have been developed to overcome challenges, resulting in unprecedented growth of this chemistry. The synthetic accessibility is going hand in hand with exciting and ever expanding utilities of the compounds in applications as diverse as catalysis or materials chemistry. This article provides a comprehensive overview of the various synthetic methodologies along with considerations on their structure–property relationships.

Graphical Abstract

The careful examination and development of synthetic strategies towards organometallic and metal organic compounds of the heavy alkaline-earth metals have contributed much to the rapid growth of their chemistry. This article highlights the various synthetic methodologies towards the target compounds.

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Abbreviations

C6H5 :

Aryl

C6F5 :

Pentafluoroaryl

CPh3 :

Triphenylmethanide

Dipp:

2,6-Diisopropylphenyl

DME:

Dimethoxyethane

Et2O:

Ditheylether

HMPA:

Hexamethylphosphoric triamide

Odpp:

2,6-Diphenylphenoxide

2,6-OMe:

2,6-Dimethoxybenzene

Mes:

2,4,6-Trimethylphenyl

Ph2pz:

Diphenylpyrazolate

RTLE:

Redox transmetallation/ligand exchange

THF:

Tetrahydrofuran

TMEDA:

N,N,N′,N′-tetramethyl-1,2-ethylenediamine

pTol:

4-Methylphenyl

2,6-Tol:

2,6-Dimethylphenyl

References

  1. Crimmin MR, Barrett AGM, Hill MS, Hitchcock PB, Procopiou PA (2008) Organometallics 27:497

    CAS  Google Scholar 

  2. Crimmin MR, Casely IJ, Hill MS (2005) J Am Chem Soc 127:2042

    CAS  Google Scholar 

  3. He X, Hurley E, Noll BC, Henderson KW (2008) Organometallics 27:3094

    CAS  Google Scholar 

  4. Datta S, Roesky PW, Blechert S (2007) Organometallics 26:4392

    CAS  Google Scholar 

  5. Datta S, Gamer MT, Roesky PW (2008) Organometallics 27:1207

    CAS  Google Scholar 

  6. Crimmin MR, Barrett AGM, Hill MS, Hitchcock PB, Procopiou PA (2007) Organometallics 26:2953

    CAS  Google Scholar 

  7. Buch F, Brettar J, Harder S (2006) Angew Chem Int Ed 45:2741

    CAS  Google Scholar 

  8. Orzechowski L, Harder S (2007) Organometallics 26:2144

    CAS  Google Scholar 

  9. Crimmin MR, Barrett AGM, Hill MS, Procopiou PA (2006) Org Lett 9:331

    Google Scholar 

  10. Harder S, Feil F, Weeber A (2001) Organometallics 20:1044

    CAS  Google Scholar 

  11. Lindsell WE, Robertson FC, Soutar I (1983) Eur Polym J 19:115

    CAS  Google Scholar 

  12. Lindsell WE, Robertson FC, Soutar I, Richards DH (1981) Eur Polym J 17:107

    CAS  Google Scholar 

  13. Schumann H, Steffens A, Hummert M (2009) Z Anorg Allg Chem 635:1041

    CAS  Google Scholar 

  14. Sarazin Y, Howard RH, Hughes DL, Humphrey SM, Bochmann M (2006) Dalton Trans:340

    Google Scholar 

  15. Feil F, Harder S (2005) Eur J Inorg Chem 2005:4438

    Google Scholar 

  16. Weeber A, Harder S, Brintzinger HH, Knoll K (2000) Organometallics 19:1325

    CAS  Google Scholar 

  17. Feil F, Harder S (2003) Eur J Inorg Chem 2003:3401

    Google Scholar 

  18. Harder S, Feil F, Knoll K (2001) Angew Chem Int Ed 40:4261

    CAS  Google Scholar 

  19. Chisholm MH, Gallucci JC, Phomphrai K (2004) Inorg Chem 43:6717

    CAS  Google Scholar 

  20. Chisholm MH, Gallucci JC, Phomphrai K (2003) Chem Commun:48

    Google Scholar 

  21. Piao L, Deng M, Chen X, Jiang L, Jing X (2003) Polymer 44:2331

    CAS  Google Scholar 

  22. Zhong Z, Schneiderbauer S, Dijkstra PJ, Westerhausen M, Feijen J (2003) Polym Bull 51:175

    CAS  Google Scholar 

  23. Zhong Z, Schneiderbauer S, Dijkstra PJ, Westerhausen M, Feijen J (2001) J Polym Environ 9:31

    CAS  Google Scholar 

  24. Westerhausen M, Schneiderbauer S, Kneifel Alexander N, Söltl Y, Mayer P, Nöth H, Zhong Z, Dijkstra Pieter J, Feijen J (2003) Eur J Inorg Chem 2003:3432

    Google Scholar 

  25. Hampden-Smith MJ, Kodas TT, Ludviksson A (1998) Chem Adv Mater:143

    Google Scholar 

  26. Jones AC (1998) Chem Vap Deposition 4:169

    CAS  Google Scholar 

  27. Jones AC (2002) J Mater Chem 12:2576

    CAS  Google Scholar 

  28. Wojtczak WA, Fleig PF, Hampden-Smith MJ (1996) Adv Organomet Chem 40:215

    CAS  Google Scholar 

  29. Elschenbroich C (2006) Organometallics. Wiley-VCH Verlag GmnH & Co. KGaA, Weinheim

    Google Scholar 

  30. Smith JD (1999) Adv Organomet Chem 43:267

    Google Scholar 

  31. Alexander JS, Zuniga MF, Guino-o MA, Hahn RC, Ruhlandt-Senge K (2006) The organometallic chemistry of the alkaline earth metals, vol 1, The Encyclopedia of inorganic chemistry. Wiley, New York, NY, p 116

    Google Scholar 

  32. Shannon RD (1976) Acta Crystallogr Sect A A32:751

    CAS  Google Scholar 

  33. Miessler GL, Tarr DA (2004) Inorganic chemistry. Prentice Hall, NJ

    Google Scholar 

  34. Grignard V (1990) C R Hebd Seances Acad Sci 130:1322

    Google Scholar 

  35. Grignard V (1901) Annal Chim Phys 24:433

    CAS  Google Scholar 

  36. Beckmann E, Beck K, Schlegel H (1905) Ber Dtsch Chem Ges 38:904

    CAS  Google Scholar 

  37. Lindsell WE (1982) In: Wilkinson G, Stone FGA, Abel EW (eds) Comprehensive organometallic chemistry, vol 1. Pergamon Press, Oxford, p 155

    Google Scholar 

  38. Markies PR, Akkerman OS, Bickelhaupt F, Smeets WJJ, Spek AL (1991) X-ray structural analyses of organomagnesium compounds. In: Stone FGA, Robert W (eds) Adv Organomet Chem, vol 32. Academic, New York, NY, p 147

    Google Scholar 

  39. Bickelhaupt F (1994) J Organomet Chem 475:1

    CAS  Google Scholar 

  40. Wakefield BJ (1995) Organomagnesium methods in organic synthesis. Academic, London

    Google Scholar 

  41. Richey HG (2000) Grignard reagents new developments. Wiley, Chichester

    Google Scholar 

  42. Ackermann L, Althammer A (2009) Chem unserer Zeit 43:74

    CAS  Google Scholar 

  43. Seyferth D (2009) Organometallics 28:1598

    CAS  Google Scholar 

  44. Gilman H, Schulze F (1926) J Am Chem Soc 48:2463

    CAS  Google Scholar 

  45. Glacet C (1938) Bull Soc Chim Fr 5:895

    CAS  Google Scholar 

  46. Masthoff R, Krieg G (1966) Z Chem 6:433

    CAS  Google Scholar 

  47. Ioffe ST, Nesmeyanov AN (1967) The organo compounds of magnesium, beryllium, calcium,.strontium and barium. North Holland Publishing Company, Amsterdam

    Google Scholar 

  48. Masthoff R, SchĂĽler H, Krieg G (1968) J Organomet Chem 13:37

    CAS  Google Scholar 

  49. Gowenlock BG, Lindsell WE, Singh B (1978) J Chem Soc Dalton Trans:657

    Google Scholar 

  50. Eisch JJ, King RB (1981) In: Press A (ed) Organometallic synthesis, vol 2. Academic, New York, NY, p 101

    Google Scholar 

  51. Hanusa TP (1993) Chem Rev 93:1023

    CAS  Google Scholar 

  52. Hanusa TP (2000) Coord Chem Rev 210:329

    CAS  Google Scholar 

  53. Masthoff R, Vieroth C (1968) J Prakt Chem:182

    Google Scholar 

  54. Bryce-Smith D, Skinner A (1963) J Chem Soc A:577

    Google Scholar 

  55. Kawabata N, Matsumura A, Yamashita S (1973) Tetrahedron 28:1069

    Google Scholar 

  56. Kawabata N, Matsumura A, Yamashita S (1973) J Org Chem 38:4268

    CAS  Google Scholar 

  57. Mochida K, Yamanishi T (1987) J Organomet Chem 332:247

    CAS  Google Scholar 

  58. Zemlyanichenko MA, Sheverdina NI, Chernoplekova VA, Kocheshkov KA (1972) Zh Obshch Khim 42:841

    CAS  Google Scholar 

  59. Paleeva IE, Sheverdina NI, Zemlyanichenko MA, Kocheshkov KA (1973) Dokl Akad Nauk SSSR 210:1134

    CAS  Google Scholar 

  60. Paleeva IE, Sheverdina NI, Kocheshkov KA (1974) Zh Obshch Khim 44:1135–1137

    CAS  Google Scholar 

  61. Gowenlock BG, Lindsell WE (1977) J Organomet Chem:1

    Google Scholar 

  62. Hanusa TP (1990) Polyhedron 9:1345

    CAS  Google Scholar 

  63. Westerhausen M (2001) Ang Chem Int Ed 40:2975

    CAS  Google Scholar 

  64. Alexander JS, Ruhlandt-Senge K (2002) Eur J Inorg Chem 11:2761

    Google Scholar 

  65. Langer J, Krieck S, Görls H, Westerhausen M (2009) Angew Chem Int Ed 48:5741

    CAS  Google Scholar 

  66. Fischer R, Görls H, Westerhausen M (2005) Inorg Chem Commun 8:1159

    CAS  Google Scholar 

  67. Fischer R, Gärtner M, Görls H, Westerhausen M (2006) Organometallics 25:3496

    CAS  Google Scholar 

  68. Fischer R, Gärtner M, Görls H, Westerhausen M (2006) Angew Chem Int Ed 45:609

    CAS  Google Scholar 

  69. Westerhausen M, Gärtner M, Fischer R, Langer J, Yu L, Reiher M (2007) Chem Eur J 13:6292

    CAS  Google Scholar 

  70. Fischer R, Gärtner M, Görls H, Yu L, Reiher M, Westerhausen M (2007) Angew Chem Int Ed 46:1618

    CAS  Google Scholar 

  71. Gärtner M, Görls H, Westerhausen M (2007) Synthesis:725

    Google Scholar 

  72. Langer J, Görls H, Westerhausen M (2007) Inorg Chem Commun 10:853

    CAS  Google Scholar 

  73. Westerhausen M (2008) Coord Chem Rev 252:1516

    CAS  Google Scholar 

  74. Krieck S, Görls H, Westerhausen M (2009) J Organomet Chem 694:2204

    CAS  Google Scholar 

  75. Krieck S, Goörls H, Westerhausen M (2010) J Am Chem Soc 132:12492

    Google Scholar 

  76. Langer J, Krieck S, Fischer R, Görls H, Westerhausen M (2010) Z Anorg Allg Chem 636:1190

    CAS  Google Scholar 

  77. Langer J, Gärtner M, Fischer R, Görls H, Westerhausen M (2007) Inorg Chem Commun 10:1001

    CAS  Google Scholar 

  78. Langer J, Görls H, Westerhausen M (2010) Organometallics 29:2034

    CAS  Google Scholar 

  79. Johnson WC, Stubbs MF, Sidwell AE, Pechukas A (1939) J Am Chem Soc 61:318

    CAS  Google Scholar 

  80. McCreary WJ (1958) J Met 10:615

    CAS  Google Scholar 

  81. Evers J, Weiss A, Kaldis E, Muheim J (1973) J Less Common Metals 30:83

    CAS  Google Scholar 

  82. McCormick MJ, Moon KB, Jones SP, Hanusa TP (1990) J Chem Soc Chem Comm:778

    Google Scholar 

  83. Cloke FGN, Hitchcock PB, Lappert MF, Lawless GA, Royo B (1991) J Chem Soc Chem Comm:724

    Google Scholar 

  84. Hutchings DS, Junk PC, Patalinghug WC, Raston CL, White AH (1989) J Chem Soc Chem Commun:973

    Google Scholar 

  85. Mochida K, Hiraga Y, Takeuchi H, Ogawa H (1987) Organometallics 6:2293

    CAS  Google Scholar 

  86. Gardiner MG, Raston CL, Kennard CHL (1991) Organometallics 10:3680

    CAS  Google Scholar 

  87. Klabunde KJ (1975) Acc Chem Res 8:393

    CAS  Google Scholar 

  88. Jutzi P, Leffers W, Mueller G, Huber B (1989) Chem Ber 122:879

    CAS  Google Scholar 

  89. Drake SR, Otway DJ (1992) Polyhedron 11:745

    CAS  Google Scholar 

  90. Drake SR, Otway DJ (1991) J Chem Soc Chem Commun:517

    Google Scholar 

  91. Drake SR, Otway DJ, Perlepes SP (1991) Main Group Met Chem 14:243

    CAS  Google Scholar 

  92. Thompson JC (1976) Monographs on the physics and chemistry of materials: electrons in liquid ammonia. Oxford University Press, London

    Google Scholar 

  93. Drake SR, Otway DJ (1991) J Chem Soc Chem Commun:1060

    Google Scholar 

  94. Juza R, Schumacher H (1963) Z Anorg Allg Chem 324:278

    CAS  Google Scholar 

  95. Juza R (1964) Angew Chem 76:290

    CAS  Google Scholar 

  96. Mammano N, Sienko MJ (1970) J Solid State Chem 1:534

    Google Scholar 

  97. Biltz W, HĂĽttig GF (1920) Z Anorg Allg Chem 114:241

    CAS  Google Scholar 

  98. Westerhausen M (2009) Z Anorg Allg Chem 635:13

    CAS  Google Scholar 

  99. Alexander JS, Ruhlandt-Senge K (2001) Angew Chem Int Ed 40:2658

    CAS  Google Scholar 

  100. Alexander JS, Ruhlandt-Senge K, Hope H (2003) Organometallics 22:4933

    CAS  Google Scholar 

  101. Ripin D, Evans D. http://daecr1.harvard.edu/pKa/pKa.html

  102. Gärtner M, Görls H, Westerhausen M (2007) Organometallics 26:1077

    Google Scholar 

  103. Gärtner M, Görls H, Westerhausen M (2008) J Organomet Chem 693:221

    Google Scholar 

  104. Krieck S, Goörls H, Yu L, Reiher M, Westerhausen M (2009) J Am Chem Soc 131:2977

    CAS  Google Scholar 

  105. Nagel U, Nedden HG (1997) Chem Ber 130:535

    CAS  Google Scholar 

  106. Schumann H, Gottfriedsen J, Glanz M, Dechert S, Demtschuk J (2001) J Organomet Chem 617:588

    Google Scholar 

  107. Vollet J, Baum E, Schnöckel H (2003) Organometallics 22:2525

    CAS  Google Scholar 

  108. Weber F, Sitzmann H, Schultz M, Sofield CD, Andersen RA (2002) Organometallics 21:3139

    CAS  Google Scholar 

  109. Sanchez R (1986) Organomet Synth 3:391

    Google Scholar 

  110. Jaenschke A, Olbrich F, Behrens U (2009) Z Anorg Allg Chem 635:2550

    CAS  Google Scholar 

  111. Guino-o MA, Baker E, Ruhlandt-Senge K (2007) J Coord Chem 61:125

    Google Scholar 

  112. Torvisco A, O'Brien AY, Ruhlandt-Senge K (2011) Coord Chem Rev 255:1268

    CAS  Google Scholar 

  113. Lappert MF, Protchenko AV, Power PP (2009) In: Lappert MF (ed) Metal amide chemistry. Wiley, Chichester

    Google Scholar 

  114. Zechmann CA, Boyle TJ, Rodriguez MA, Kemp RA (2001) Inorg Chim Acta 319:137

    CAS  Google Scholar 

  115. Calabrese J, Cushing MA, Ittel SD (1988) Inorg Chem 27:867

    CAS  Google Scholar 

  116. Boyle TJ, Coker EN, Zechmann CA, Voigt JA, Rodriguez MA, Kemp RA, Mallen MZ (2002) Chem Mater 15:309

    Google Scholar 

  117. Teng W, Guino-o M, Hitzbleck J, Englich U, Ruhlandt-Senge K (2006) Inorg Chem 45:9531

    CAS  Google Scholar 

  118. Zechmann CA, Boyle TJ, Rodriguez MA, Kemp RA (2000) Polyhedron 19:2557

    CAS  Google Scholar 

  119. Henderson KW, Honeyman GW, Kennedy AR, Mulvey RE, Parkinson JA, Sherrington DC (2003) Dalton Trans:1365

    Google Scholar 

  120. Yu T-L, Wu C-C, Chen C-C, Huang B-H, Wu J, Lin C-C (2005) Polymer 46:5909

    CAS  Google Scholar 

  121. Shueh M-L, Wang Y-S, Huang B-H, Kuo C-Y, Lin C-C (2004) Macromolecules:37

    Google Scholar 

  122. Zuniga MF, Kreutzer J, Ruhlandt-Senge K (2007) Inorg Chem 46:10400

    CAS  Google Scholar 

  123. Buchanan WD, Guino-o MA, Ruhlandt-Senge K (2010) Inorg Chem 49:7144

    CAS  Google Scholar 

  124. Ruhlandt-Senge K (1995) Inorg Chem 34:3499

    CAS  Google Scholar 

  125. Niemeyer M, Power PP (1997) Inorg Chim Acta 263:201

    CAS  Google Scholar 

  126. Sousa Pedrares A, Teng W, Ruhlandt-Senge K (2003) Chem Eur J 9:2019

    Google Scholar 

  127. Chadwick S, Englich U, Senge MO, Noll BC, Ruhlandt-Senge K (1998) Organometallics 17:3077

    CAS  Google Scholar 

  128. Chadwick S, Englich U, Ruhlandt-Senge K (1999) Inorg Chem 38:6289

    CAS  Google Scholar 

  129. Westerhausen M, Pfitzner A (1995) J Organomet Chem 487:187

    CAS  Google Scholar 

  130. Westerhausen M, Schwarz W (1993) J Organomet Chem 463:51

    CAS  Google Scholar 

  131. Gindelberger DE, Arnold J (1994) Inorg Chem 33:6293

    CAS  Google Scholar 

  132. Gindelberger DE, Arnold J (1992) J Am Chem Soc 114:6242

    CAS  Google Scholar 

  133. Westerhausen M, Makropoulos N, Piotrowski H, Warchhold M, Nöth H (2000) J Organomet Chem 614–615:70

    Google Scholar 

  134. Torvisco A, Ruhlandt-Senge K (2011) Organometallics 30:986

    CAS  Google Scholar 

  135. Vargas W, Englich U, Ruhlandt-Senge K (2002) Inorg Chem 41:5602

    CAS  Google Scholar 

  136. Gillett-Kunnath M, Teng W, Vargas W, Ruhlandt-Senge K (2005) Inorg Chem 44:4862

    CAS  Google Scholar 

  137. Olmstead MM, Grigsby WJ, Chacon DR, Hascall T, Power PP (1996) Inorg Chim Acta 251:273

    CAS  Google Scholar 

  138. Engelhardt LM, Jolly BS, Junk PC, Raston CL, Skelton BW, White AH (1986) Aust J Chem 39:1337

    CAS  Google Scholar 

  139. Yang K-C, Chang C-C, Huang J-Y, Lin C-C, Lee G-H, Wang Y, Chiang MY (2002) J Organomet Chem 648:176

    CAS  Google Scholar 

  140. Conway B, Hevia E, Kennedy AR, Mulvey RE, Weatherstone S (2005) J Chem Soc Dalton Trans:1532

    Google Scholar 

  141. Westerhausen M, Bollwein T, Makropoulous N, Piotrowski H (2005) Inorg Chem 44:6439

    CAS  Google Scholar 

  142. Tang Y, Zakharov LN, Rheingold AL, Kemp RA (2005) Organometallics 24:836

    CAS  Google Scholar 

  143. Bartlett RA, Olmstead MM, Power PP (1994) Inorg Chem 33:4800

    CAS  Google Scholar 

  144. Harder S, Brintzinger HH, Weeber A (2000) Organometallics 19:1325

    Google Scholar 

  145. Guino-o MA, Torvisco A, Teng W, Ruhlandt-Senge K (2012) Inorg Chim Acta 389:122–130

    CAS  Google Scholar 

  146. Guino-o MA, Campana CF, Ruhlandt-Senge K (2007) Chem Commun:1692

    Google Scholar 

  147. Alexander JS, Ruhlandt-Senge K (2004) Chem Eur J 10:1274

    CAS  Google Scholar 

  148. Alexander JS (2003) Doctoral Dissertation, Chemistry, Syracuse University, Syracuse

    Google Scholar 

  149. Harder S, MĂĽller S, HĂĽbner E (2004) Organometallics 23:178

    CAS  Google Scholar 

  150. Alexander JS, Ruhlandt-Senge K (2002) Eur J Inorg Chem:2761

    Google Scholar 

  151. West P, Woodville MC (1973) United States Patent. In: Patent US (ed) United States Patent 3,718,703

    Google Scholar 

  152. De Groof B, Van Beylen M, Szwarc M (1975) Macromolecules 8:396

    Google Scholar 

  153. De Groof B, Mortier W, Van Beylen M, Swarc M (1977) Macromolecules 10:598

    Google Scholar 

  154. Arest-Yakubich AA (1981) Russ Chem Rev 50:601

    Google Scholar 

  155. Nakhmanovich BI, Arest-Yakubovich AA (1976) Dokl Phys Chem 228:426

    Google Scholar 

  156. Takahashi K, Kondo Y, Asami R (1978) JCS Perkin II:577

    Google Scholar 

  157. Gillett-Kunnath M, MacLellan JG, Forsyth CM, Andrews PC, Deacon GB, Ruhlandt-Senge K (2008) Chem Commun 37:4490

    Google Scholar 

  158. Weiss E (1993) Angew Chem Int Ed 32:1501

    Google Scholar 

  159. Mulvey RE (2001) Chem Commun:1049

    Google Scholar 

  160. Hitchcock PB, Huang Q, Lappert MF, Wei X-H, Zhou M (2006) Dalton Trans:2991

    Google Scholar 

  161. Davies RP (2000) Inorg Chem Commun 3:13

    CAS  Google Scholar 

  162. Kennedy AR, Mulvey RE, Rowlings RB (2002) J Organomet Chem 648:288

    CAS  Google Scholar 

  163. He X, Noll BC, Beatty A, Mulvey RE, Henderson KW (2004) J Am Chem Soc 126:7444

    CAS  Google Scholar 

  164. Zuniga MF, Deacon GB, Ruhlandt-Senge K (2007) Chem Eur J 13:1921

    CAS  Google Scholar 

  165. Maudez W, Häussinger D, Fromm KM (2006) Z Anorg Allg Chem 632:2295

    CAS  Google Scholar 

  166. Coan PS, Streib WE, Caulton KG (1991) Inorg Chem 30:5019

    CAS  Google Scholar 

  167. Bock H, Hauck T, Näther C, Rösch N, Staufer M, Häberlen OD (1995) Angew Chem Int Ed 34:1353

    CAS  Google Scholar 

  168. Fromm KM, Gueneau ED, Goesmann H (2000) Chem Commun:2187

    Google Scholar 

  169. Fromm KM (2006) Dalton Trans:5103

    Google Scholar 

  170. Frankland AD, Lappert MF (1996) J Chem Soc Dalton Trans:4151

    Google Scholar 

  171. Hitchcock PB, Khvostov AV, Lappert MF (2002) J Organomet Chem 663:263

    CAS  Google Scholar 

  172. Kinsley SA, Streitwieser A Jr, Zalkin A (1985) Organometallics 4:52

    CAS  Google Scholar 

  173. Fischer R, Görls H, Westerhausen M (2007) Organometallics 26:3269

    CAS  Google Scholar 

  174. Hevia E, Henderson KW, Kennedy AR, Mulvey RE (2006) Organometallics 25:1778

    CAS  Google Scholar 

  175. Westerhausen M, Gückel C, Habereder T, Vogt M, Warchold M, Nöth H (2001) Organometallics 20:893

    CAS  Google Scholar 

  176. Knapp V, MĂĽller G (2001) Angew Chem Int Ed 40:183

    CAS  Google Scholar 

  177. Schubert B, Weiss E (1984) Chem Ber 117:366

    CAS  Google Scholar 

  178. Torvisco A, Ruhlandt-Senge K (2011) Inorg Chem 50:12223

    CAS  Google Scholar 

  179. Guino-o MA, Alexander JS, McKee ML, Hope H, Englich U, Ruhlandt-Senge K (2009) Chem Eur J 15:11842

    CAS  Google Scholar 

  180. Orzechowski L, Piesik DFJ, Ruspic C, Harder S (2008) Dalton Trans:4742

    Google Scholar 

  181. Gärtner M, Görls H, Westerhausen M (2007) Inorg Chem 46:7678

    Google Scholar 

  182. Boncella JM, Coston CJ, Cammack JK (1991) Polyhedron 10:769

    CAS  Google Scholar 

  183. Tanner PS, Burkey DJ, Hanusa TP (1995) Polyhedron 14:331

    CAS  Google Scholar 

  184. Kuhlman RL, Vaartstra BA, Caulton KG (1997) Inorg Synth 31:8

    CAS  Google Scholar 

  185. Bartsch R, Drost C, Klingebiel U (1996) In: Herrmann WA, Auner N, Klingebiel U (eds) Synthetic methods of organometallic and inorganic chemistry, vol 2. Herrmannr/Brauer, Thieme, Stuttgart, p 62

    Google Scholar 

  186. Eaborn C, Hawkes S, Hitchcock PB, Smith JD (1997) Chem Commun:1961

    Google Scholar 

  187. Hitchcock PB, Lappert MF, Lawless GA, Royo B (1990) J Chem Soc Chem Commun:1141

    Google Scholar 

  188. Fraser RR, Mansour TS, Savard S (1985) J Org Chem 50:3232

    CAS  Google Scholar 

  189. Tanner PS, Hanusa TP (1994) Polyhedron 13:2417

    CAS  Google Scholar 

  190. Hays ML, Hanusa TP, Nile TA (1996) J Organomet Chem 514:73

    CAS  Google Scholar 

  191. Green DC, Englich U, Ruhlandt-Senge K (1999) Angew Chem Int Ed 38:354

    CAS  Google Scholar 

  192. Green DC, Englich U, Ruhlandt-Senge K (1999) Angew Chem 111:365

    Google Scholar 

  193. Lachs JR, Barrett AGM, Crimmin MR, Kociok-Köhn G, Hill MS, Mahon MF, Procopiou PA (2008) Eur J Inorg Chem 2008:4173

    Google Scholar 

  194. Cameron TM, Xu C, Dipasquale AG, Rheingold AL (2008) Organometallics 27:1596

    CAS  Google Scholar 

  195. Borup B, Samuels JA, Streib WE, Caulton KG (1994) Inorg Chem 33:994

    CAS  Google Scholar 

  196. Chadwick S, Englich U, Noll B, Ruhlandt-Senge K (1998) Inorg Chem 37:4718

    CAS  Google Scholar 

  197. Teng W, Englich U, Ruhlandt-Senge K (2000) Inorg Chem 39:3875

    CAS  Google Scholar 

  198. Crimmin MR, Barrett AGM, Hill MS, Hitchcock PB, Procopiou PA (2007) Inorg Chem 46:10410

    CAS  Google Scholar 

  199. Westerhausen M, Löw R, Schwarz W (1996) J Organomet Chem 513:213

    CAS  Google Scholar 

  200. Matthias W (1994) J Organomet Chem 479:141

    Google Scholar 

  201. Westerhausen M, Birg C, Krofta M, Mayer P, Seifert T, Nöth H, Pfitzner A, Nilges T, Deiseroth H-J (2000) Z Anorg Allg Chem 626:1073

    CAS  Google Scholar 

  202. Westerhausen M, Digeser MH, Nöth H, Knizek J (1998) Z Anorg Allg Chem 624:215

    CAS  Google Scholar 

  203. Westerhausen M, Digeser MH, Knizek J, Schwarz W (1998) Inorg Chem 37:619

    CAS  Google Scholar 

  204. Westerhausen M, Birg C, Piotrowski H, Habereder T, Suter M, Nöth H (2001) Z Anorg Allg Chem 627:882

    CAS  Google Scholar 

  205. Westerhausen M, Birg C, Piotrowski H (2000) Eur J Inorg Chem 2000:2173

    Google Scholar 

  206. Chadwick S, Englich U, Ruhlandt-Senge K (1998) Angew Chem Int Ed 37:3007

    CAS  Google Scholar 

  207. Bradley DC, Hursthouse MB, Ibrahim AA, Abdul Malik KM, Motevalli M, Moseler R, Powell H, Runnacles JD, Sullivan AC (1990) Polyhedron 9:2959

    CAS  Google Scholar 

  208. Izod K, Liddle ST, Clegg W (2003) J Am Chem Soc 125:7534

    CAS  Google Scholar 

  209. Crimmin MR, Barrett AGM, Hill MS, MacDougall DJ, Mahon MF, Procopiou PA (2008) Chem Eur J 14:11292

    CAS  Google Scholar 

  210. Yan K, Upton BM, Ellern A, Sadow AD (2009) J Am Chem Soc 131:15110

    CAS  Google Scholar 

  211. Quisenberry KT, White RE, Hanusa TP, Brennessel WW (2010) New J Chem 34:1579

    CAS  Google Scholar 

  212. Chmely SC, Carlson CN, Hanusa TP, Rheingold AL (2009) J Am Chem Soc 131:6344

    CAS  Google Scholar 

  213. Jochmann P, Dols TS, Spaniol TP, Perrin L, Maron L, Okuda J (2009) Angew Chem Int Ed 48:5715

    CAS  Google Scholar 

  214. Harvey MH, Hanusa TP, Young VGJ (1999) Ang Chem Int Ed 38:217

    CAS  Google Scholar 

  215. McCormick MJ, Williams RA, Levine LJ, Hanusa TP (1988) Polyhedron 7:725

    CAS  Google Scholar 

  216. Williams RA, Tesh KF, Hanusa TP (1991) J Am Chem Soc 113:4843

    CAS  Google Scholar 

  217. Harvey MJ, Quisenberry KT, Hanusa TP, Young VG Jr (2003) Eur J Inorg Chem 2003:3383

    Google Scholar 

  218. Burkey DJ, Williams RA, Hanusa TP (1993) Organometallics 12:1331

    CAS  Google Scholar 

  219. Burkey DJ, Hanusa TP, Huffman JC (1994) Adv Mater Opt Electron 4:1

    CAS  Google Scholar 

  220. Overby JS, Hanusa TP (1994) Angew Chem Int Ed 33:2191

    Google Scholar 

  221. Feil F, MĂĽller C, Harder S (2003) J Organomet Chem 683:56

    CAS  Google Scholar 

  222. Overby JS, Hanusa TP (1996) Organometallics 15:2205

    CAS  Google Scholar 

  223. Westerhausen M (1998) Coord Chem Rev 176:157

    CAS  Google Scholar 

  224. Tesh KF, Hanusa TP, Huffman JC, Huffman CJ (1992) Inorg Chem 31:5572

    CAS  Google Scholar 

  225. Teng W, Ruhlandt-Senge K (2004) Organometallics 23:2694

    CAS  Google Scholar 

  226. Gaderbauer W, Zirngast M, Baumgartner J, Marschner C, Tilley TD (2006) Organometallics 25:2599

    CAS  Google Scholar 

  227. Farwell JD, Lappert MF, Marschner C, Strissel C, Tilley TD (2000) J Organomet Chem 603:185

    CAS  Google Scholar 

  228. Lerner H-W, Scholz S, Bolte M, Wiberg N, Nöth H, Krossing I (2003) Eur J Inorg Chem 2003:666

    Google Scholar 

  229. Ruhlandt-Senge K, Davis K, Dalal S, Englich U, Senge MO (1995) Inorg Chem 34:2587

    CAS  Google Scholar 

  230. Langer J, Al-Shboul TMA, Younis FM, Görls H, Westerhausen M (2011) Eur J Inorg Chem 2011:3002

    CAS  Google Scholar 

  231. Gärtner M, Görls H, Westerhausen M (2007) Z Anorg Allg Chem 633:2025

    Google Scholar 

  232. Lee VY, Takanashi K, Ichinohe M, Sekiguchi A (2004) Angew Chem Int Ed 43:6703

    CAS  Google Scholar 

  233. Teng W, Ruhlandt-Senge K (2004) Organometallics 23:952

    CAS  Google Scholar 

  234. Torvisco A, Decker K, Uhlig F, Ruhlandt-Senge K (2009) Inorg Chem 48:11459

    CAS  Google Scholar 

  235. Purdy AP, Berry AD, Holm RT, Fatemi M, Gaskill DK (1989) Inorg Chem 28:2799

    CAS  Google Scholar 

  236. Purdy AP, George CF, Callahan JH (1991) Inorg Chem 30:2812

    CAS  Google Scholar 

  237. Bogdanovic B, Janke N, Kruger C, Mynott R, Schlichte K, Westeppe U (1985) Ang Chem Int Ed 24:960

    Google Scholar 

  238. Engelhardt LM, Harvey S, Raston CL, White AH (1988) J Organomet Chem 341:39

    CAS  Google Scholar 

  239. Lehmkuhl H, Shakoor A, Mehler K, Kruger C, Angermund Y, Tsay H (1985) Chem Ber 118:4239

    CAS  Google Scholar 

  240. Ramsden HE (1976) US patent 3344190

    Google Scholar 

  241. Zuniga MF, Deacon GB, Ruhlandt-Senge K (2008) Inorg Chem 47:4669

    CAS  Google Scholar 

  242. Vaarstra BA, Huffman JC, Streib WE, Caulton KG (1991) Inorg Chem 30:121

    Google Scholar 

  243. Vargas W, Ruhlandt-Senge K (2003) Eur J Inorg Chem 2003:3472

    Google Scholar 

  244. Sitzmann H, Dezember T, Ruck M (1998) Angew Chem 110:3293

    Google Scholar 

  245. Hammel A, Schwarz W, Weidlein J (1989) J Organomet Chem 378:347

    CAS  Google Scholar 

  246. Takahashi Y, O’Brien A, Torvisco A, Wolf M, Deacon GB, Ruhlandt-Senge K (in preparation)

    Google Scholar 

  247. Mösges G, Hampel F, Kaupp M, Schleyer PR (1992) J Am Chem Soc 114:10880

    Google Scholar 

  248. O’Brien AY, Hitzbleck J, Torvisco A, Deacon GB, Ruhlandt-Senge K (2008) Eur J Inorg Chem 172

    Google Scholar 

  249. Boennemann H, Bogdanovic B, Brinkmann R, Egeler N, Benn R, Topalovic I, Seevogel K (1990) Main Group Met Chem 13:341

    CAS  Google Scholar 

  250. Drake SR, Streib WE, Folting K, Chisholm MH, Caulton KG (1992) Inorg Chem 31:3205

    CAS  Google Scholar 

  251. Deacon GB, Junk PC, Moxey GJ, Guino-o M, Ruhlandt-Senge K (2009) Dalton Trans:4878

    Google Scholar 

  252. Cole ML, Deacon GB, Forsyth CM, Junk PC, Proctor KM, Scott JL, Strauss CR (2007) Polyhedron 26:244

    CAS  Google Scholar 

  253. Drake SR, Otway DJ, Hursthouse MB, Malik KMA (1992) Polyhedron 11:1995

    CAS  Google Scholar 

  254. Miele P, Foulon J-D, Hovnanian N, Cot L (1993) Polyhedron 12:267

    CAS  Google Scholar 

  255. Ruhlandt-Senge K, Englich U (2000) Chem Eur J 6:4063

    CAS  Google Scholar 

  256. Englich U, Ruhlandt-Senge K (2001) Z Anorg Allg Chem 627:851

    CAS  Google Scholar 

  257. Chadwick S, Englich U, Ruhlandt-Senge K (1998) Chem Commun:2149

    Google Scholar 

  258. Teng W, Englich U, Ruhlandt-Senge K (2003) Angew Chem Int Ed 42:3661

    CAS  Google Scholar 

  259. Gardiner MG, Raston CL, Viebrock H (1996) Chem Commun:1795

    Google Scholar 

  260. Hitzbleck J, O′Brien AY, Forsyth CM, Deacon GB, Ruhlandt-Senge K (2004) Chem Eur J 10:3315

    CAS  Google Scholar 

  261. O′Brien AY, Hitzbleck J, Torvisco A, Deacon GB, Ruhlandt-Senge K (2008) Eur J Inorg Chem 1:172

    Google Scholar 

  262. Deacon GB, Junk PC, Moxey GJ, Ruhlandt-Senge K, St Prix C, Zuniga MF (2009) Chem Eur J 15:5503

    CAS  Google Scholar 

  263. Deacon GB, Forsyth CM, Junk PC (2000) J Organomet Chem 607:112

    CAS  Google Scholar 

  264. Hitzbleck J, Deacon GB, Ruhlandt-Senge K (2004) Angew Chem Int Ed 43:5218

    CAS  Google Scholar 

  265. Deacon GB, Junk PC, Moxey GJ (2009) Chem Asian J 4:1309

    CAS  Google Scholar 

  266. Deacon GB, Forsyth CM, Junk PC, Skelton BW, White AH (1999) Chem Eur J 5:1452

    CAS  Google Scholar 

  267. Westerhausen M (1991) Inorg Chem 30:96

    CAS  Google Scholar 

  268. Claggett AR, Ilsley WH, Anderson TJ, Glick MD, Oliver JP (1977) J Am Chem Soc 99:1797

    CAS  Google Scholar 

  269. Deacon GB, Forsyth CM, Jaroschik F, Junk PC, Kay DL, Maschmeyer T, Masters AF, Wang J, Field LD (2008) Organometallics 27:4772

    CAS  Google Scholar 

  270. Deacon GB, Junk PC, Urbatsch A (2011) Dalton Trans 40:1601

    CAS  Google Scholar 

  271. Hauber S-O, Lissner F, Deacon GB, Niemeyer M (2005) Angew Chem Int Ed 44:5871

    CAS  Google Scholar 

  272. Cole ML, Deacon GB, Forsyth CM, Konstas K, Junk PC (2006) Dalton Trans:3360

    Google Scholar 

  273. Deacon GB, Junk PC, Moxey GJ (2010) New J Chem 34:1731

    CAS  Google Scholar 

  274. Cotton FA, Wilkinson G, Murillo CA, Bochmann M (1999) Adv Inorg Chem, 6th edn. Wiley-Interscience, New York, NY

    Google Scholar 

  275. Suzuki H, Matano Y (2001) Organobismuth chemistry. Elsevier, Amsterdam

    Google Scholar 

  276. Caulton KG, Chisholm MH, Drake SR, Folting K (1990) J Chem Soc Chem Commun:1349

    Google Scholar 

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Acknowledgments

The authors gratefully acknowledge support from the National Science Foundation (CHE 0753807) and Syracuse University.

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  1. Department of Chemistry, Syracuse University, 1-014 CST, Syracuse, NY, 13244, USA

    Ana Torvisco & Karin Ruhlandt-Senge

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  1. Ana Torvisco
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  2. Karin Ruhlandt-Senge
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Correspondence to Karin Ruhlandt-Senge .

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  1. , Anorganische Chemie (FAU), University of Erlangen, Egerlandstr. 1, Erlangen, 91058, Germany

    Sjoerd Harder

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Torvisco, A., Ruhlandt-Senge, K. (2013). Heavy Alkaline-Earth Metal Organometallic and Metal Organic Chemistry: Synthetic Methods and Properties. In: Harder, S. (eds) Alkaline-Earth Metal Compounds. Topics in Organometallic Chemistry, vol 45. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-36270-5_1

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