Transition metal carbene chemistry7: Nucleophilic substitution reactions of imidazolide and benzimidazolide ions with Fischer carbene complexes in MeOH

Journal of Organometallic Chemistry

Volumn 692, Issue 14, 2007, Pages 2897-2902

  Biswas, Supriya ^a   Ali, Mahammad ^a  

^a JADAVPUR UNIVERSITY   (India)

Author keywords

Fischer carbene complexes; Hammett plots; Imidazolide and benzimidazolide ions; Nucleophilic substitution

Indexed keywords

CHEMICAL BONDS; COMPLEXATION; FISCHER-TROPSCH SYNTHESIS; NUCLEOPHILES; RATE CONSTANTS; SUBSTITUTION REACTIONS;

BENZIMIDAZOLIDE; ELECTRONIC EFFECTS; FISCHER CARBENE COMPLEXES; HAMMETT PLOTS; IMIDAZOLIDE;

TRANSITION METALS;

EID: 34249285858     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2007.02.047     Document Type: Article

References (63)

1. Fischer E.O., and Maasböl A. Angew. Chem., Int. Ed. Engl. 3 (1964) 580
2. Dötz K.H., Fischer H., Hofmann P., Kreissl F.R., Schubert U., and Weiss K. Transition Metal Carbene Complexes (1983), Verlag Chemie, Deerfield Beach, FL
3. Dötz K.H. Angew. Chem., Int. Ed. Engl. 13 (1984) 587
4. Bernasconi C.F. Chem. Soc. Rev. 26 (1997) 299
5. Bernasconi C.F. Adv. Phys. Org. Chem. 37 (2003) 137
6. Kreissl F.R., Fischer E.O., Kreiter C.G., and Fischer H. Chem. Ber. 106 (1973) 1262
7. Fischer H., Fischer E.O., Kreiter C.G., and Werner H. Chem. Ber. 107 (1974) 2459
8. Klabunde U., and Fischer E.O. J. Am. Chem. Soc. 89 (1967) 7141
9. Connor J.A., and Fischer E.O. J. Chem. Soc. A (1969) 578
10. Fischer E.O., and Leupold M. Chem. Ber. 105 (1972) 599
11. Fischer E.O., Heckl B., and Werner H. J. Organomet. Chem. 28 (1971) 359
12. Fischer E.O., and Aumann R. Chem. Ber. 101 (1968) 963
13. Fischer E.O., and Knauss L. Chem. Ber. 103 (1970) 1262
14. Kreiter C.G. Angew. Chem., Int. Ed. Engl. 7 (1968) 390
15. Fischer E.O.., Leupold M., Kreiter C.G.., and Müller J. Chem. Ber. 105 (1972) 150
16. Lam C.T.., Senoff C.F., and Ward J.E.H.. J. Organomet. Chem. 70 (1974) 273
17. Aumann R., and Schröder J. Chem. Ber. 123 (1990) 2053
18. Burkhardt T.J., and Casey C.P. J. Am. Chem. Soc. 95 (1973) 5833
19. Fischer E.O., and Riedmüller S. Chem. Ber. 109 (1976) 3358
20. Fischer E.O., Held W.., and Kreissl F.R. Chem. Ber. 110 (1977) 3842
21. Fischer E.O., Held W., Kreissl F.R.., Frank A.., and Haltner G. Chem. Ber. 110 (1977) 656
22. Casey C.P., Burkhardt T.J.., Bunnell C.A.., and Calabrese J.C. J. Am. Chem. Soc. 99 (1977) 2127
23. Fischer E.O., Kreis G., Kreissl F.R., Kreiter C.G., and Müller J. Chem. Ber. 106 (1973) 3910
24. Casey C.P., and Brunsvold W.P. Inorg. Chem. 16 (1977) 391
25. Bell R.A., Chisholm M.H., Couch D.A.., and Rankel L.A.. Inorg. Chem. 16 (1977) 677
26. Heckl B., Werner H.., and Fischer E.O. Angew. Chem., Int. Ed. Engl. 7 (1968) 817
27. Werner H., Fischer E.O., Heckl B., and Kreiter C.G. J. Organomet. Chem. 28 (1971) 367
28. Steinmetz A.L., Hershberger S.A., and Angelici R.J. Organometallics 3 (1984) 461
29. Choi H.S., and Sweigart D.A.. J. Organomet. Chem. 228 (1982) 249
30. Pickering R.A., and Angelici R.J. J. Organomet. Chem. 225 (1982) 253
31. Bernasconi C.F., Flores F.X., Gandler J.R., and Leyes A.E. Organometallics 13 (1994) 2186
32. Bernasconi C.F., and García-Río L. J. Am. Chem. Soc. 122 (2000) 3821
33. Bernasconi C.F.., Flores F.X.., and Sun W. J. Am. Chem. Soc. 117 (1995) 4875
34. Bernasconi C.F., Flores F.X., and Kittredge K.W. J. Am. Chem. Soc. 119 (1997) 2103
35. Bernasconi C.F., and Leyes A.E. J. Chem. Soc., Perkin Trans. 2 (1997) 1641
36. Bernasconi C.F., and Perez G.S.. J. Am. Chem. Soc. 122 (2000) 12461
37. Bernasconi C.F., and Bhattacharya S. Organometallics 23 (2004) 1723
38. Bernasconi C.F., Flores F.X., and Kittredge K.W. J. Am. Chem. Soc. 120 (1998) 7983
39. Bernasconi C.F., Kittredge K.W., and Flores F.X. J. Am. Chem. Soc. 121 (1999) 6630
40. Bernasconi C.F., and Ali M. J. Am. Chem. Soc. 121 (1999) 11384
41. Bernasconi C.F., and Stronach M.W. J. Am. Chem. Soc. 115 (1993) 1341
42. Bernasconi C.F., Whitesell C., and Johnson R.A. Tetrahedron 56 (2000) 4917
43. Bernasconi C.F., and Bhattacharya S. Organometallics 22 (2003) 426
44. Bernasconi C.F., and Bhattacharya S.. Organometallics 22 (2003) 1310
45. Ali M., and Maiti D. J. Organomet. Chem. 689 (2004) 3520
46. Ali M. New J. Chem. 27 (2003) 349
47. Bernasconi C.F., and Ali M. Organometallics 23 (2004) 6134
48. Ali M.., Dan A., Ray A., and Ghosh K. Inorg. Chem. 44 (2005) 5586
49. Kreissl F.R., Fischer E.O., Kreiter C.G., and Weiss K. Angew. Chem., Intl. Ed. Engl. 12 (1973) 563
50. Kreissl F.R., and Fischer E.O. Chem. Ber. 107 (1974) 103
51. Bernasconi C.F., Ketner R.J., Ragains M.L., Chen X., and Rappoport Z. J. Am. Chem. Soc. 123 (2001) 2155
52. Bernasconi C.F., Fassberg J., Killion Jr. R.B., and Rappoport Z.. J. Am. Chem. Soc. 111 (1989) 6962
53. Bernasconi C.F., Fassberg J., Killion Jr. R.B., and Rappoport Z. J. Am. Chem. Soc. 112 (1990) 3169
54. Bernasconi C.F., Schuck D.F., Ketner R.J., Weiss M., and Rappoport Z. J. Am. Chem. Soc. 116 (1994) 11764
55. Bernasconi C.F., Schuck D., Ketner R.J., Eventova I.., and Rappoport Z. J. Am. Chem. Soc. 117 (1995) 2719
56. Bernasconi C.F., Ketner R.J., Chen X., and Rappoport Z. J. Am. Chem. Soc. 120 (1998) 7461
57. Bernasconi C.F., Ketner R.B., Brown S.D., Chen X., and Rappoport Z. J. Org. Chem. 64 (1999) 8829
58. Fife T.H. Acc. Chem. Res. 26 (1993) 325
59. Valentine J.S., Sheridan R.P., Allen L.C., and Kahn P.C. Proc. Natl. Acad. Sci. USA 76 (1979) 1009
60. Bernasconi C.F. Acc. Chem. Res. 20 (1987) 301
61. Bernasconi C.F. Acc. Chem. Res. 25 (1992) 9
62. Bernasconi C.F. Adv. Phys. Org. Chem. 27 (1992) 119
63. Pearson R.G. Inorg. Chem. 27 (1988) 734