BUFFER EFFECTS ON THE RING OPENING OF CYCLIC SULFINATE ESTERS AS EVIDENCE FOR THE HYPERVALENT INTERMEDIATE

作者: Tadashi Okuyama

DOI: 10.1246/CL.1995.997

关键词:

摘要: Ring opening of dibenzo-1,2-oxathiin 2-oxide (1a) and 3,4-dihydro-1,2-benzoxathiin (1b) is accelerated by buffer bases while that 3H-2,1-benzoxathiole 1-oxide (1d) essentially independent concentrations in tertiary amine buffers or decelerated some buffers. These results are taken as evidence for the hypervalent intermediate this reaction.

参考文章(5)
Tadashi Okuyama, Mechanisms of Nucleophilic Substitution at Sulfur Phosphorus Sulfur and Silicon and The Related Elements. ,vol. 95, pp. 113- 125 ,(1994) , 10.1080/10426509408034205
Tadashi Okuyama, Koji Senda, Hitomichi Takano, Noriyuki Ando, Kazunori Ohnishi, Takayuki Fueno, Oxygen-18 labeling of cyclic and acyclic sulfinate esters† Heteroatom Chemistry. ,vol. 4, pp. 223- 228 ,(1993) , 10.1002/HC.520040216
Tadashi Okuyama, Shigeru Nagase, On the mechanism of hydrolysis of sulfinate esters: oxygen isotope exchange and theoretical studies Journal of The Chemical Society-perkin Transactions 1. pp. 1011- 1014 ,(1994) , 10.1039/P29940001011
Tadashi Okuyama, Jong Pal Lee, Kazunobu Ohnishi, EVIDENCE FOR HYPERVALENT INTERMEDIATES IN ACID HYDROLYSIS OF SULFINAMIDE. 18O EXCHANGE AND A BREAK IN PH-RATE PROFILE Journal of the American Chemical Society. ,vol. 116, pp. 6480- 6481 ,(1994) , 10.1021/JA00093A077
Tadashi Okuyama, Hitomichi Takano, Kazunobu Ohnishi, Shigeru Nagase, Ring opening and closure and oxygen isotope exchange of cyclic sulfinate esters Journal of Organic Chemistry. ,vol. 59, pp. 472- 476 ,(1994) , 10.1021/JO00081A031