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Studies on a New Binuclear Tungsten(IV)-pterin Complex Showing Reactivity Towards Trimethylamine N-oxide

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Abstract

The new compound [W IV2 OCl2L2] · DMF (2) has been synthesized by a redox reaction between WOCl4 and 2-pivaloylamino-6-acetonylisoxanthopterin (H2L, 1) in DMF medium. It bas been characterized by elemental analysis, spectroscopy and electrochemistry. Its reactivity towards Me3N → O has been followed both kinetically and stoichiometrically. The reaction follows substrate saturation kinetics and a large negative entropy of activation value points towards involvement of an associative mechanism. 1H-n.m.r. and c.v. data throw light on the role of a redox ‘non-innocent’ pterin ligand (1), in conferring reducing properties on the W(IV) atoms of (2).

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References

  1. J.H. Enemark C.G. Young (1993) Advances in Inorg. Chem. 40 1

    Google Scholar 

  2. R. Hille (1996) Chem. Rev. 96 2757 Occurrence Handle1:CAS:528:DyaK28Xmt1Gmsrg%3D Occurrence Handle10.1021/cr950061t

    Article  CAS  Google Scholar 

  3. M.K. Johnson D.C. Rees M.W.W. Adams (1996) Chem. Rev. 96 2817 Occurrence Handle1:CAS:528:DyaK28Xmt1Gmsrk%3D Occurrence Handle10.1021/cr950063d

    Article  CAS  Google Scholar 

  4. D. Collison C.D. Garner J.A. Joule (1996) Chem. Soc. Rev. 25 25 Occurrence Handle1:CAS:528:DyaK28XjvFSlsrk%3D Occurrence Handle10.1039/cs9962500025

    Article  CAS  Google Scholar 

  5. M.K. Chan S. Mukund A. Kletzin M.W.W. Adams D.C. Rees (1995) Science 267 1463 Occurrence Handle1:CAS:528:DyaK2MXktlClt7o%3D Occurrence Handle10.1126/science.7878465

    Article  CAS  Google Scholar 

  6. M.J. Romao M. Archer I. Moura J.J.G. Moura J. LeGall R. Engh M. Schneider P. Hof R. Huber (1995) Science 270 1170 Occurrence Handle1:CAS:528:DyaK2MXpsVykt7c%3D Occurrence Handle10.1126/science.270.5239.1170

    Article  CAS  Google Scholar 

  7. H. Schindelin C. Kisker J. Hilton K.V. Rajagopalan D.C. Rees (1996) Science 272 1615 Occurrence Handle1:CAS:528:DyaK28Xjs1ejtbo%3D Occurrence Handle10.1126/science.272.5268.1615

    Article  CAS  Google Scholar 

  8. J.C. Boyington V.N. Gladyshev S.V. Khangulov T.C. Stadtman P.D. Sun (1997) Science 275 1305 Occurrence Handle1:CAS:528:DyaK2sXhs1Grt7c%3D Occurrence Handle10.1126/science.275.5304.1305

    Article  CAS  Google Scholar 

  9. E.I. Stiefel (1996) Science 272 1599 Occurrence Handle1:CAS:528:DyaK28Xjs1ejtb8%3D Occurrence Handle10.1126/science.272.5268.1599

    Article  CAS  Google Scholar 

  10. J.H. Enemark C.D. Gamer (1997) J. Biol. Inorg. Chem. 2 817 Occurrence Handle1:CAS:528:DyaK1cXktl2gsw%3D%3D Occurrence Handle10.1007/s007750050201

    Article  CAS  Google Scholar 

  11. J. McMaster J.H. Enemark (1998) Current Opinion in Chem. Biol. 2 201 Occurrence Handle1:CAS:528:DyaK1cXjs1Olt7Y%3D Occurrence Handle10.1016/S1367-5931(98)80061-6

    Article  CAS  Google Scholar 

  12. S.J.N. Burgmayer (1998) Structurte and Bonding 92 67 Occurrence Handle1:CAS:528:DyaK1cXntlCqtr4%3D Occurrence Handle10.1007/BFb0081078

    Article  CAS  Google Scholar 

  13. W. Kaim (1987) Rev. Chem. Intermed. 8 247 Occurrence Handle1:CAS:528:DyaL2sXmtlKmtrs%3D Occurrence Handle10.1007/BF03156156

    Article  CAS  Google Scholar 

  14. S.J.N. Burgmayer and E.I. Stiefel, Inorg. Chem., 27, 4059 (1998); S.J.N. Burgmayer and EI. Stiefel, J. Am. Chem. Soc., 108, 8310 (1986); P. Perkinson, S. Brodie, K. Yoon, K. Mosny, P.J. Carroll, T.V. Morgan and S.J.N. Burgmayer, Inorg. Chem., 30, 719 (1991); S.J.N. Burgmayer, M.R. Arkin, L. Bostick, S. Dempster, K.M. Everett, H.L. Layton, K.E. Paul, C. Rogge and A.L. Rheingold, J. Am. Chem. Soc., 117, 5812 (1995); H.L. Kaufmann, L.L. Sands, A.L. Rheingold and S.J.N. Burgmayer, Inorg. Chem., 38, 2592 (1999); H.L. Kaufmann, P.J. Carroll and S.J.N. Burgmayer, Inorg. Chem., 38, 2600 (1999); S.J.N. Burgmayer, H.L.Kaufzmann, G. Fortunato, P. Hug and B. Fischer, Inorg. Chem., 38, 2607 (1999)

  15. T. Kohzuma, H. Masuda and O. Yamauchi, J. Am. Chem. Soc., 111, 3431 (1989); A. Odani, H. Masuda, K. Inukai and O. Yamauchi, J. Am. Chem. Soc., 114, 6294 (1992)

  16. B. Fischer, H. Schmalle, E. Dubler, A. Schafer and M. Viscontini, Inorg. Chem., 34, 5726 (1995); B. Fischer, H.W. Schmalle, M.R. Baumgartner and M. Viscontini, Helv. Chim. Acta, 80, 103 (1997)

  17. MD.A. Ali and P.S. Roy, Proc. Indian Acad. Sci (Chem. Sci.), 113, 77 (2001); Md.A. Ali and P.S. Roy, Transition Met. Chem., 27, 366 (2002)

  18. T. Sato F.N. Kurihara (1987) J. Biochem., (Tokyo) 102 191 Occurrence Handle1:CAS:528:DyaL2sXlsV2qsbk%3D

    CAS  Google Scholar 

  19. L.J. Stewart S. Bailey B. Bennett J.M. Charnock C.D. Garner A.S. McAlpine (2000) J. Mol. Biol. 299 593 Occurrence Handle1:CAS:528:DC%2BD3cXjs12nsLo%3D Occurrence Handle10.1006/jmbi.2000.3702

    Article  CAS  Google Scholar 

  20. L.J. Stewart S. Bailey D. Collison G.A. Morris I. Preece C.D. Garner (2001) Chem. Biochem. 2 703 Occurrence Handle1:CAS:528:DC%2BD3MXmvVyjurY%3D

    CAS  Google Scholar 

  21. A.I. Vogel (1978) Textbook of Practical Organic Chemistry EditionNumber4 Longmam, ELBS London 317

    Google Scholar 

  22. D.D. Perrin W.L.F. Armarego (1988) Purification of Laboratory Chemicals EditionNumber3 Pergamon Oxford 270

    Google Scholar 

  23. R.H. Crabtree G.G. Hlatky (1985) Polyhedron 4 521 Occurrence Handle1:CAS:528:DyaL28XmvV2ktw%3D%3D Occurrence Handle10.1016/S0277-5387(00)87022-9

    Article  CAS  Google Scholar 

  24. A. Dinsmore, J.H. Birks, C.D. Garner and J.A. Joule, J. Chem. Soc., Perkin Trans. 1, 801 (1997); R.L. Beddoes, J.R. Russell, C.D. Garner and J.A. Joule, Acta Cryst., C49, 1649 (1993); J.R. Russell, C.D. Garner and J.A. Joule, J. Chem. Soc., Perkin Trans. 1, 1245 (1992)

  25. W.J. Geary (1971) Coord. Chem. Rev. 7 110 Occurrence Handle10.1016/S0010-8545(00)80009-0

    Article  Google Scholar 

  26. R. Cotton and J.C. Traeger, Inorg. Chim. Acta, 201, 153 (1992); P. Falaras, C-A Mitsopoulou, D. Argyropoulos, E. Lyris, N. Psaroudakis, E. Vrachnou and D. Katakis, Inorg. Chem., 34, 4536 (1995); D. Feichtinger and D.A. Plattner, Angew. Chem. Int. Ed. Engl., 36, 1718 (1997)

  27. J. Yan, Isotope Pattern Calculator, v 4.0 (2001)

  28. Supplementary materials include the e.s.i.m.s. data for the various relevant fragments of compounds (1) and (2) as well as the corresponding theoretical isotope distribution patterns calculated using ref. 27

  29. R.M. Silverstein and F.X. Webster, Spetrometric Identification of Organic Compounds, 6th Edn., New York, John Wiley & Sons, 1998, pp. 7, 87, 92, 98

  30. R. Lozano E. Alarcon A.I. Doadrio A. Doadrio (1983) Polyhedron 2 435 Occurrence Handle1:CAS:528:DyaL3sXks1ehs70%3D Occurrence Handle10.1016/S0277-5387(00)87089-8

    Article  CAS  Google Scholar 

  31. J.M. Ball P.M. Boorman K.J. Moynihan J.F. Richardson (1985) Acta Cryst. C 41 47 Occurrence Handle10.1107/S0108270185002748

    Article  Google Scholar 

  32. J.L. Hayden R.A.D. Wentworth (1968) J. Am. Chem. Soc. 90 5291 Occurrence Handle1:CAS:528:DyaF1cXltValu70%3D Occurrence Handle10.1021/ja01021a053

    Article  CAS  Google Scholar 

  33. T. Szymanska-Buzar T. Glowiak (1996) J. Organometal Chem. 523 63 Occurrence Handle1:CAS:528:DyaK28XmtVygtrc%3D Occurrence Handle10.1016/0022-328X(96)06378-4

    Article  CAS  Google Scholar 

  34. A.I. Vogel (1987) Elementary Practical Organic Chemistry, Part III, Quantitative Organic Analysis CBS Publishers & Distributors New Delhi 694

    Google Scholar 

  35. R.M. Silverstein, G.C. Bassler and T.C. Morrill, Spectrometric Identification of Organic Compounds, 4th Edn., John Wiley & Sons,New York, 1981, pp. 238, 242, 244

  36. R. Soyka, W. Pfleiderer and R. Prewo, Helv. Chim. Acta, 73, 808 (1990); R. Soyka and W. Pfleiderer, Pteridines, 2, 63 (1990)

  37. A.G. McEwan S.J. Ferguson J.B. Jackson (1991) Biochem. J. 274 305 Occurrence Handle1:CAS:528:DyaK3MXhtFOnt7w%3D

    CAS  Google Scholar 

  38. R. Mengel, W. Pfleiderer and W.R. Knappe, Tetrahedron Lett., 2817 (1977); W. Pfleiderer, J. Heterocycl. Chem., 29, 583 (1992)

  39. E.I. Ochiai, Bioinorganic Chemistry, Allyn and Bacon, Boston, 1977, p. 27; S.K. Das, P.K. Chaudhury, D. Biswas and S. Sarkar, J. Am. Chem. Soc., 116, 9061 (1994); S.K. Das, D. Biswas, R. Maiti and S. Sarkar, J. Am. Chem. Soc., 118, 1387 (1996)

  40. J.M. Berg and R.H. Holm, J. Am. Chem. Soc., 107, 925 (1985); E.W. Harlan, J.M. Berg and R.H. Holm, J. Am. Chem. Soc., 108, 6992 (1986); R.H. Holm and J.M. Berg, Acc. Chem. Res., 19, 363 (1986)

  41. S. Bhattacharjee and R.G. Bhattacharyya, Chem. Soc., Dalton Trans.,1151 (1993).

  42. S.A. Roberts C.G. Young W.E. Cleland R.B. Ortega J.H. Enemark (1988) Inorg. Chem. 27 3044 Occurrence Handle1:CAS:528:DyaL1cXkvVGju74%3D Occurrence Handle10.1021/ic00290a029

    Article  CAS  Google Scholar 

  43. Y-L. Wong, J-F. Ma, W-F Law, Y. Yan, W-T. Wong, Z-Y. Zhang, T.C.W. Mak and D.K.P. Ng, Eur. J. Inorg. Chem., 313 (1999); R.H. Holm, Chem. Rev., 87, 1401 (1987)

  44. S. Matsuura, S. Nawa, H. Kakizawa and Y. Hirata, J. Am. Chem. Soc., 75, 4446 (1953); F. Korte and R. Wallace, in: W. Pfleiderer and E.C. Taylor (Eds), Pteridine Chemistry, Oxford, Pergamon, 1964, p. 75; Y. Iwanami and T. Seki, Bull. Chem. Soc. Japan, 45, 2829 (1972); Y. Iwanami, Bull. Chem. Soc. Japan, 44, 1314 (1971); B. Schircks, J.H. Bieri and M. Viscontini, Helv. Chim. Acta, 68, 1639 (1985); J.R. Russell, C.D. Garner and J.A. Joule, Synlett, 711 (1992)

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  1. Department of Chemistry, University of North Bengal, Dist. Darjeeling, 734430, India

    Samir Sen & Parag S. Roy

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  1. Samir Sen
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Sen, S., Roy, P.S. Studies on a New Binuclear Tungsten(IV)-pterin Complex Showing Reactivity Towards Trimethylamine N-oxide. Transition Met Chem 30, 797–803 (2005). https://doi.org/10.1007/s11243-005-5635-5

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