Structural effects on the transition states of imine-forming eliminations in N-substituted O-(arylsulfonyl) hydroxylamines
RV Hoffman, JM Shankweiler
Index: Hoffman, Robert V.; Shankweiler, Jean M. Journal of the American Chemical Society, 1988 , vol. 110, # 12 p. 4019 - 4022
Full Text: HTML
Citation Number: 9
Abstract
Abstract: A series of amines with various alkyl and aryl substituents at C-1 were converted to the corresponding N-(arylsulfonoxy) amines, which served as precursors for base-promoted, imine-forriling elimination. By varying the bases used to promote the elimination and by varying the leaving groups attached to nitrogen, the Brsnsted parameters B and BlgCH3 were determined. These were used to locate the transition state on the More OFerrall- ...
Related Articles:
[Fuchikami, Takamasa; Ohishi, Katsuyuki; Ojima, Iwao Journal of Organic Chemistry, 1983 , vol. 48, # 21 p. 3803 - 3807]
[Henne; Stewart Journal of the American Chemical Society, 1955 , vol. 77, p. 1901]
[Tsushima; Kawada; Ishihara; Uchida; Shiratori; Higaki; Hirata Tetrahedron, 1988 , vol. 44, # 17 p. 5375 - 5387]
[Bockemueller Justus Liebigs Annalen der Chemie, 1933 , vol. 506, p. 33,54]