Tetrahedron Letters

Solvolysis of 1-aryl-1-(trifloromethyl) ethyl tosylates. Evidence for an extremely high electron demand carbenium ion intermediate due to the presence of α- …

KT Liu, CF Sheu

Index: Liu, Kwang-Ting; Sheu, Ching-Fen Tetrahedron Letters, 1980 , vol. 21, p. 4091 - 4094

Full Text: HTML

Citation Number: 16

Abstract

Abstract The rate-retarding effect of?-trifluoromethyl group observed in the solvolysis of 1- aryl-1-(trifluoromethyl) ethyl tosylates is so profound that a very large negative α+ value,− 8.82, is resulted and the 1-phenyl derivative becomes even less reactive than benzyl

Related Articles:

Solvolytic studies of the highly deactivated 1-aryl-1-(trifluoromethyl) ethyl tosylates

[Liu, Kwang-Ting; Kuo, Mann-Yan; Shu, Ching-Fen Journal of the American Chemical Society, 1982 , vol. 104, # 1 p. 211 - 215]

The effects of. alpha.-substituents on the kinetic and thermodynamic stability of 4-methoxybenzyl carbocations: carbocation lifetimes that are independent of their …

[Amyes, Tina L.; Stevens, Ishmael W.; Richard, John P. Journal of Organic Chemistry, 1993 , vol. 58, # 22 p. 6057 - 6066]

Solvolytic studies of the highly deactivated 1-aryl-1-(trifluoromethyl) ethyl tosylates

[Liu, Kwang-Ting; Kuo, Mann-Yan; Shu, Ching-Fen Journal of the American Chemical Society, 1982 , vol. 104, # 1 p. 211 - 215]

More Articles...