Staudinger reaction between triarylphosphines and azides. Mechanism
JE Leffler, RD Temple
Index: Leffler,J.E.; Temple,R.D. Journal of the American Chemical Society, 1967 , vol. 89, p. 5235 - 5246
Full Text: HTML
Citation Number: 128
Abstract
Abstract: The reaction of substituted phenyl azides with substituted triphenylphosphines to give nitrogen and the corresponding triarylphosphine arylimide passes serially through two isomeric transition states and an intermediate complex, all having the empirical formula Ar3P. ArN3. It has been shown kinetically and by means of trapping experiments that the second transition state is attainable only by reactivation of the intermediate complex and ...
Related Articles:
[Tunney, S. E.; Stille, J. K. Journal of Organic Chemistry, 1987 , vol. 52, # 5 p. 748 - 753]
[Kwong, Fuk Yee; Lai, Chi Wai; Yu, Michael; Chan, Kin Shing Tetrahedron, 2004 , vol. 60, # 26 p. 5635 - 5645]
Radical phosphination of organic halides and alkyl imidazole-1-carbothioates
[Sato, Akinori; Yorimitsu, Hideki; Oshima, Koichiro Journal of the American Chemical Society, 2006 , vol. 128, # 13 p. 4240 - 4241]
Palladium-catalyzed phosphination of functionalized aryl triflates
[Kwong, Fuk Yee; Lai, Chi Wai; Yu, Michael; Tian, Yuan; Chan, Kin Shing Tetrahedron, 2003 , vol. 59, # 51 p. 10295 - 10305]
Novel phosphite palladium complexes and their application in C–P cross-coupling reactions
[Li, Jie; Lutz, Martin; Spek, Anthony L.; Van Klink, Gerard P.M.; Van Koten, Gerard; Klein Gebbink, Robertus J.M. Journal of Organometallic Chemistry, 2010 , vol. 695, # 24 p. 2618 - 2628]