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Published June 1967 | public
Journal Article

Ring Inversion in Cycloheptane and in Cycloheptene Derivatives

Abstract

Rapid pseudorotation [I] causes interconversion of substituent groups between "above" and "below" positions in cycloheptanes even at -150º[2] unless restrictions are imposed by bulky groups ^(12b.31). An especially interesting example of cycloheptane conformational preferences and rates of cycloheptane-ring inversion is provided by 4,5-transdibromo-1,1-difluorocycloheptane (m.p. = 52-54 ºC). This substance was prepared from 4-cycloheptenone via several steps.

Additional Information

© 1967 Verlag Chemie. Received: April 10th, 1967. German version: Angew. Chem. 79, 577 1967. Dedicated to Professor G. Wittig on the occasion of his 70th birthday.

Additional details

Created:
August 19, 2023
Modified:
October 25, 2023