Mechanistic investigation on the reaction of 1,1-di-p-substituted phenyl-2,2-dinitroethylene with 1-benzyl-1,4-dihydronicotin-amide in oxygen saturated acetonitrile - Clear evidence for intermediate mechanism

Tetrahedron Letters

Volumn 46, Issue 34, 2005, Pages 5739-5742

  Xu, Hua Jian ^a   Dai, Dan Mei ^a   Liu, You Cheng ^a,b   Li, Jing ^a   Luo, Shi Wei ^a   Wu, Yun Dong ^c  

^a UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA   (China)

^b LANZHOU UNIVERSITY   (China)

^c HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; DIARYL KETONE; ETHANE; ETHYLENE DERIVATIVE; NICOTINAMIDE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; ELECTRON TRANSPORT; OXYGEN SATURATION;

EID: 22544436666     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.06.095     Document Type: Article

References (32)

1. F.H. Westheimer D. Dolphin R. Poulson O. Avramovic Pyridine Nucleotide Coenzyme 1988 Wiley-Interscience New York Part A. p 253
2. J.W. Bunting Bioorg. Chem. 19 1991 456 491
3. D.D. Tanner, H.K. Singh, A. Kharrat, and A.R. Stein J. Org. Chem. 52 1987 2142 2146
4. A. Ohno, S. Oda, Y. Ishikawa, and N. Yamazak J. Org. Chem. 65 2000 6381 6387
5. I.-S.H. Lee, E.H. Jeoung, and M.M. Kreevoy J. Am. Chem. Soc. 119 1997 2722 2728
6. I.-S.H. Lee, K.-H. Chow, and M.M. Kreevoy J. Am. Chem. Soc. 124 2002 7755 7761
7. M.F. Powell, and T.C. Bruice J. Am. Chem. Soc. 105 1983 7139 7149
8. B. Schiott, Y.-J. Zheng, and T.C. Bruice J. Am. Chem. Soc. 120 1998 7192 7200
9. S. Fukuzumi, S. Koumitsu, K. Hironaka, and T. Tanaka J. Am. Chem. Soc. 109 1987 305 316
10. L.L. Miller, and J.R. Valentine J. Am. Chem. Soc. 110 1988 3982 3989
11. S. Fukuzumi, Y. Fujii, and T. Suenobu J. Am. Chem. Soc. 123 2001 10191 10199
12. Y.-D. Wu, and K.N. Houk J. Am. Chem. Soc. 109 1987 2226 2227
13. Y.-D. Wu, D.K.W. Lai, and K.N. Houk J. Am. Chem. Soc. 117 1995 4100 4108
14. A. Anne, S. Fraoua, V. Grass, J. Moiroux, and J.-M. Savéant J. Am. Chem. Soc. 120 1998 2951 2958
15. J.-P. Cheng, Y. Lu, X.-Q. Zhu, and L. Mu J. Org. Chem. 63 1998 6108 6114
16. X.-Q. Zhu, Y.-C. Liu, B.-J. Zhao, and J.-P. Cheng J. Org. Chem. 66 2001 370 375
17. Y.-C. Liu, B. Li, and Q.-X. Guo Tetrahedron 51 1995 9671 9680
18. H.-Y. Wang, D.-M. Dai, Y.-C. Liu, and Q.-X. Guo Tetrahedron Lett. 43 2002 7527 7530
19. J. Gȩbicki, A. Marcinek, and J. Zielonka Acc. Chem. Res. 37 2004 379 386
20. A. Pross, and S.S. Shaik Acc. Chem. Res. 16 1983 363 370
21. A. Pross Acc. Chem. Res. 18 1985 212 219
22. Y.-C. Liu, H.-Y. Wang, Q.-C. Yang, and T.C.W. Mak J. Chem. Soc., Perkin Trans. 2 2000 649 653
23. C. Walling J. Am. Chem. Soc. 102 1980 6854 6855
24. D. Bethell, P.N. Clare, and G.N. Hare J. Chem. Soc., Perkin Trans. 2 1983 1889 1893
25. J.W. Bunting, and S. Sindhuatmadja J. Org. Chem. 46 1981 4211 4219
26. M.M. Kreevoy, D. Ostovic, I.-S.H. Lee, D.A. Binder, and G.W. King J. Am. Chem. Soc. 110 1988 524 530
27. A.A. Frimer, I. Rosenthal, and S. Hoz Tetrahedron Lett. 1977 4631 4634
28. Z. Gross, and S. Hoz Can. J. Chem. 70 1992 1022 1027
29. A.G. Anderson, J.B. Hammer, and G.B. Hammer J. Am. Chem. Soc. 81 1958 992 997
30. J.A. Howard J.K. Kochi Free Radicals Vol. 2 1973 Wiley New York Chapter 12
31. D.C. Nonhebel, J.M. Tedder, and J.C. Walton Radicals 1979 Cambridge University Press Chapter 14
32. J. Shorter Correlation Analysis in Organic Chemistry: An Introduction to Linear Free-energy Relationships 1973 Clarendon Press Oxford