Author:
Bodennec G.,St-Jacques M.
Abstract
Free energy barriers for ring inversion were determined from dnmr studies of 3,4-benzo-cycloheptenone (4) and for deuterated derivatives 6 and 7 of 4,5-benzocycloheptenone (5). The investigation of 2,3-benzocycloheptenone (3) revealed negative results. The magnitude of ΔG≠ for 4 and the trend observed for 5, 6, and 7 strongly suggest that the chair conformation of these molecules interconverts through a wagging motion of the C(5) end of the benzocycloheptene seven-membered ring.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
13 articles.
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