Abstract
The rational molecular design requires a detailed investigation for the equilibrium between two rotational isomers derived from orientation of pyrimidine ring. I studied on chemistry of rotational equilibrium in newly synthesized copper(I) complexes bearing two bidentate ligands, pyridylpyrimidine and bulky diphosphine, using 1H NMR and single crystal X-ray structural analysis. I found that ion-pairing sensitivities of rotational bistability in the view point of both thermodynamics and kinetics, evidence for intramolecular process of interconversion, and suitability of common organic solution state for the desired function.
This is a preview of subscription content, log in via an institution.
Buying options
Tax calculation will be finalised at checkout
Purchases are for personal use only
Learn about institutional subscriptionsReferences
Reichardt C (2003) Solvents and solvent effects in organic chemistry, 3rd edn. Wiley-VCH, Weinheim
Macchioni A (2005) Chem Rev 105:2039–2073
Moreno A, Pregosin PS, Veiros LF, Albinati A, Rizzato S (2009) Chem Eur J 15:6848–6862
Kumar PGA, Pregosin PS, Goicoechea JM, Whittlesey MK (2003) Organometallics 22:2956–2960
Pregosin PS, Kumar PGA, Fernández I (2005) Chem Rev 105:2977–2998
Martinez-Viviente E, Pregosin PS (2003) Inorg Chem 42:2209–2214
Lacour J, Moraleda D (2009) Chem Commun 7073–7089
Hebbe-Viton V, Desvergnes V, Jodry JJ, Dietrich-Buchecker C, Sauvage J-P, Lacour J (2006) Dalton Trans 2058–2065
Desvergnes-Breuil V, Hebbe V, Dietrich-Buchecker C, Sauvage J-P, Lacour J (2003) Inorg Chem 42:255–257
Hutin M, Nitschke JR (2006) Chem Commun 1724–1726
Merrill CL, Wilson LJ, Thamann TJ, Loehr TM, Ferris NS, Woodruff WH (1984) J Chem Soc Dalton Trans 2207–2221
Liang H-C, Kim E, Incarvito CD, Rheingold AL, Karlin KD (2002) Inorg Chem 41:2209–2212
Letko CS, Rauchfuss TB, Zhou X, Gray DL (2012) Inorg Chem 51:4511–4520
Lee Y, Lee D-H, Park GY, Lucas HR, Narducci Sarjeant AA, Kieber-Emmons MT, Vance MA, Milligan AE, Solomon EI, Karlin KD (2010) Inorg Chem 49:8873–8885
Medwid JB, Paul R, Baker JS, Brockman JA, Du MT, Hallett WA, Hanifin JW, Hardy RA, Tarrant ME, Torley LW, Wrenn S (1990) J Med Chem 33:1230–1241
Lafferty JJ, Case FH (1967) J Org Chem 32:1591–1596
Kuang SM, Cuttell DG, McMillin DR, Fanwick PE, Walton RA (2002) Inorg Chem 41:3313–3322
Saito K, Arai T, Takahashi N, Tsukuda T, Tsubomura T (2006) Dalton Trans 4444–4448
Yang L, Feng JK, Ren AM, Zhang M, Ma YG, Liu XD (2005) Eur J Inorg Chem 1867–1879
Altomare A, Cascarano G, Giacovazzo C, Guagliardi A, Burla MC, Polidori G, Camalli M (1994) J Appl Cryst 27:435
Sheldrick GM (2008) Acta Cryst A64:112–122
Farrugia LJ (1999) J Appl Cryst 32:837–838
Fulmer GR, Miller AJM, Sherden NH, Gottlieb HE, Nudelman A, Stoltz BM, Bercaw JE, Goldberg KI (2010) Organometallics 29:2176–2179
Atkins P, De Paula J (2006) Physical chemistry, 8th edn. W. H. Freeman, New York
Bain AD (2003) Prog Nucl Magn Reson Spectrosc 43:63–103
Sandström J (1982) Dynamic NMR spectroscopy. Academic Press, London
Hiraoka S, Okuno E, Tanaka T, Shiro M, Shionoya M (2008) J Am Chem Soc 130:9089–9098
Hiraoka S, Hisanaga Y, Shiro M, Shionoya M (2010) Angew Chem Int Ed 49:1669–1673
Kilbas B, Mirtschin S, Scopellitia R, Severin K (2012) Chem Sci 3:701–704
Leigh DA, Morales MAF, Pérez EM, Wong JKY, Saiz CG, Slawin AMZ, Carmichael AJ, Haddleton DM, Brouwer AM, Buma WJ, Wurpel GWH, León S, Zerbetto F (2005) Angew Chem Int Ed 44:3062–3067
Gong C, Gibson HW (1997) Angew Chem Int Ed Engl 36:2331–2333
Wilmes GM, France MB, Lynch SR, Waymouth RM (2004) Organometallics 23:2405–2411
Tafazzoli M, Ziyaei-Halimjani A, Ghiasi M, Fattahi M, Saidi MR (2008) J Mol Struct 886:24–31
Gennari M, Lanfranchi M, Cammi R, Pellinghelli MA, Marchiò L (2007) Inorg Chem 46:10143–10152
Nakafuji S, Kobayashi J, Kawashima T, Schmidt MW (2005) Inorg Chem 44:6500–6502
Blom R, Swang O (2002) Eur J Inorg Chem 411–415
Nomoto K, Kume S, Nishihara H (2009) J Am Chem Soc 131:3830–3831
Kume S, Nomoto K, Kusamoto T, Nishihara H (2009) J Am Chem Soc 131:14198–14199
Kume S, Nishihara H (2011) Chem Commun 47:415–417
Kume S, Nishihara H (2011) Dalton Trans 40:2299–2305
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
Copyright information
© 2014 Springer Japan
About this chapter
Cite this chapter
Nishikawa, M. (2014). Details of Molecular Bistability Based on Pyrimidine Ring Rotation in Copper(I) Complexes. In: Photofunctionalization of Molecular Switch Based on Pyrimidine Ring Rotation in Copper Complexes. Springer Theses. Springer, Tokyo. https://doi.org/10.1007/978-4-431-54625-2_2
Download citation
DOI: https://doi.org/10.1007/978-4-431-54625-2_2
Published:
Publisher Name: Springer, Tokyo
Print ISBN: 978-4-431-54624-5
Online ISBN: 978-4-431-54625-2
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)