Binding of a 2-pyridyl moiety to a B/Sn bidentate Lewis acid

Inorganica Chimica Acta

Volumn 364, Issue 1, 2010, Pages 162-166

  Boshra, Ramez ^a   Doshi, Ami ^a   Venkatasubbaiah, Krishnan ^a   Jäkle, Frieder ^a  

^a RUTGERS UNIVERSITY   (United States)

Author keywords

Bidentate Lewis acids; Boron; Ferrocene; Heterocycles; Reverse chelate; Tin

Indexed keywords

BORON; IRON COMPOUNDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANOMETALLICS; SINGLE CRYSTALS; TIN; ULTRAVIOLET VISIBLE SPECTROSCOPY;

BIDENTATE LEWIS ACID; FERROCENES; HETEROCYCLES; REVERSE CHELATE; SINGLE CRYSTAL X-RAY DIFFRACTION; TERMINAL LIGANDS; TWO-DIMENSIONAL NMR; UV-VIS SPECTROSCOPY;

CRYSTAL STRUCTURE;

EID: 78649757437     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ica.2010.09.010     Document Type: Conference Paper

References (63)

1. J.D. Wuest Acc. Chem. Res. 32 1999 81
2. W.E. Piers, G.J. Irvine, and V.C. Williams Eur. J. Inorg. Chem. 2000 2131
3. F. Jäkle, in: Group 13 Chemistry: From Fundamentals to Applications, ACS Symposium Series 822, American Chemical Society, Washington, DC, 2002, pp. 104-117
4. T.J. Wedge, and M.F. Hawthorne Coord. Chem. Rev. 240 2003 111
5. T.W. Hudnall, C.-W. Chiu, and F.P. Gabbai Acc. Chem. Res. 42 2009 388
6. V.C. Williams, C. Dai, Z. Li, S. Collins, W.E. Piers, W. Clegg, M.R.J. Elsegood, and T.B. Marder Angew. Chem., Int. Ed. 38 1999 3695
7. V.C. Williams, W.E. Piers, W. Clegg, M.R.J. Elsegood, S. Collins, and T.B. Marder J. Am. Chem. Soc. 121 1999 3244
8. V.C. Williams, G.J. Irvine, W.E. Piers, Z. Li, S. Collins, W. Clegg, M.R.J. Elsegood, and T.B. Marder Organometallics 19 2000 1619
9. M.V. Metz, D.J. Schwartz, C.L. Stern, P.N. Nickias, and T.J. Marks Angew. Chem., Int. Ed. 39 2000 1312
10. M.J. Biallas, and D.F. Shriver J. Am. Chem. Soc. 88 1966 375
11. H.E. Katz J. Am. Chem. Soc. 107 1985 1420
12. J.H. Horner, P.J. Squatritto, N. McGuire, J.P. Riebenspies, and M. Newcomb Organometallics 10 1991 1741
13. R. Köster, G. Seidel, K. Wagner, and B. Wrackmeyer Chem. Ber. 126 1993 305
14. G.E. Herberich, U. Englert, A. Fischer, and D. Wiebelhaus Organometallics 17 1998 4769
15. W. Uhl, and F. Hannemann J. Organomet. Chem. 579 1999 18
16. K. Jurkschat, F. Hesselbarth, M. Dargatz, J. Lehmann, E. Kleinpeter, A. Tzschach, and J. Meunier-Piret J. Organomet. Chem. 388 1990 259
17. R. Altmann, K. Jurkschat, M. Schürmann, D. Dakternieks, and A. Duthie Organometallics 17 1998 5858
18. R. Altmann, O. Gausset, D. Horn, K. Jurkschat, M. Schürmann, M. Fontani, and P. Zanello Organometallics 19 2000 430
19. J.D. Hoefelmeyer, M. Schulte, M. Tschinkl, and F.P. Gabbaï Coord. Chem. Rev. 235 2002 93
20. K. Venkatasubbaiah, J.W. Bats, A.L. Rheingold, and F. Jäkle Organometallics 24 2005 6043
21. M. Melaïmi, and F.P. Gabbaï J. Am. Chem. Soc. 127 2005 9680
22. M. Melaïmi, S. Solé, C.W. Chiu, H. Wang, and F.P. Gabbaï Inorg. Chem. 45 2006 8136
23. C. Bresner, J.K. Day, N.D. Coombs, I.A. Fallis, S. Aldridge, S.J. Coles, and M.B. Hursthouse Dalton Trans. 2006 3660
24. S. Kerschl, and B. Wrackmeyer Z. Naturforsch. B: Anorg. Chem. Org. Chem. 41B 1986 890
25. T.G. Hodgkins, and D.R. Powell Inorg. Chem. 35 1996 2140
26. B. Wrackmeyer, H. Maisel, W. Milius, A. Badshah, E. Molla, and A. Mottalib J. Organomet. Chem. 602 2000 45
27. B. Wrackmeyer, S. Kerschl, H.E. Maisel, and W. Milius J. Organomet. Chem. 490 1995 197
28. F. Jäkle, M. Mattner, T. Priermeier, and M. Wagner J. Organomet. Chem. 502 1995 123
29. F. Jäkle, T. Priermeier, and M. Wagner J. Chem. Soc., Chem. Commun. 1995 1765
30. E. Herdtweck, F. Jäkle, G. Opromolla, M. Spiegler, M. Wagner, and P. Zanello Organometallics 15 1996 5524
31. F. Jäkle, T. Priermeier, and M. Wagner Organometallics 15 1996 2033
32. E. Herdtweck, F. Jäkle, and M. Wagner Organometallics 16 1997 4737
33. K. Ma, M. Scheibitz, S. Scholz, and M. Wagner J. Organomet. Chem. 652 2002 11
34. D.J.H. Emslie, W.E. Piers, and M. Parvez Angew. Chem., Int. Ed. 42 2003 1252
35. C.A. Jaska, D.J.H. Emslie, M.J.D. Bosdet, W.E. Piers, T.S. Sorensen, and M. Parvez J. Am. Chem. Soc. 128 2006 10885
36. C.A. Jaska, W.E. Piers, R. McDonald, and M. Parvez J. Org. Chem. 72 2007 5234
37. M.J.D. Bosdet, C.A. Jaska, W.E. Piers, T.S. Sorensen, and M. Parvez Org. Lett. 9 2007 1395
38. M.J.D. Bosdet, W.E. Piers, T.S. Sorensen, and M. Parvez Angew. Chem., Int. Ed. 46 2007 4940
39. M.J.D. Bosdet, and W.E. Piers Can. J. Chem. 87 2009 8
40. A. Lorbach, M. Bolte, H.-W. Lerner, and M. Wagner Chem. Commun. 46 2010 3592
41. F.P. Gabbaï Angew. Chem., Int. Ed. 42 2003 2218
42. F.P. Gabbaï, A. Schier, and J. Riede Angew. Chem., Int. Ed. 37 1998 622
43. M. Tschinkl, J.D. Hoefelmeyer, T.M. Cocker, R.E. Bachman, and F.P. Gabbaï Organometallics 19 2000 1826
44. P. Schulte, and F.P. Gabbaï Chem. Eur. J. 8 2002 3802
45. A. Kawachi, A. Tani, J. Shimada, and Y. Yamamoto J. Am. Chem. Soc. 130 2008 4222
46. C.L. Dorsey, P. Jewula, T.W. Hudnall, J.D. Hoefelmeyer, T.J. Taylor, N.R. Honesty, C.W. Chiu, M. Schulte, and F.P. Gabbaï Dalton Trans. 2008 4442
47. Y. Kim, H. Zhao, and F.P. Gabbaï Angew. Chem., Int. Ed. 48 2009 4957
48. F. Jäkle, A.J. Lough, and I. Manners Chem. Commun. 1999 453
49. J.A. Gamboa, A. Sundararaman, L. Kakalis, A.J. Lough, and F. Jäkle Organometallics 21 2002 4169
50. R. Boshra, A. Sundararaman, L.N. Zakharov, C.D. Incarvito, A.L. Rheingold, and F. Jäkle Chem. Eur. J. 11 2005 2810
51. R. Boshra, K. Venkatasubbaiah, A. Doshi, R.A. Lalancette, L. Kakalis, and F. Jäkle Inorg. Chem. 46 2007 10174
52. R. Boshra, A. Doshi, and F. Jäkle Organometallics 27 2008 1534
53. R. Boshra, A. Doshi, and F. Jäkle Angew. Chem., Int. Ed. 47 2008 1134
54. R. Boshra, K. Venkatasubbaiah, A. Doshi, and F. Jäkle Organometallics 28 2009 4141
55. Transmetalation reactions with Sn-Cl bonds usually take place at elevated temperature. For examples see: U. Kolb, M. Dräger, M. Dargatz, and K. Jurkschat Organometallics 14 1995 2827
56. N. Pieper, C. Klaus-Mrestani, M. Schürmann, K. Jurkschat, M. Biesemans, I. Verbruggen, J.C. Martins, and R. Willem Organometallics 16 1997 1043
57. R.A. Varga, A. Rotar, M. Schürmann, K. Jurkschat, and C. Silvestru Eur. J. Inorg. Chem. 2006 1475
58. Only one related heterocycle has been reported to date; see ref. [4a].
59. H. Nöth, and B. Wrackmeyer Nuclear Magnetic Resonance, Spectroscopy of Boron Compounds 1978 Springer Verlag Berlin, Heidelberg, New York
60. P. Avalle, R.K. Harris, P.B. Karadakov, and P.J. Wilson Phys. Chem. Chem. Phys. 4 2002 5925
61. We isolated 2 as a homogenous single-crystalline solid indicating that only one isomer is present in the solid-state.
62. F. Riedmiller, A. Jockisch, and H. Schmidbaur Z. Naturforsch. B: Chem. Sci. 54 1999 13
63. C. Brotschi, G. Mathis, and C.J. Leumann Chem. Eur. J. 11 2005 1911