12,15-Dichloro[3.0]orthometa- cyclophane: A Highly Strained Biphenylophane.

M.J. van Eis, F.J.J. de Kanter, W.H. de Wolf, F. Bickelhaupt

Research output: Contribution to JournalArticleAcademicpeer-review


The title compound, 3, in which two methylene groups of the parent compound 4 have been replaced by an ortho-substituted benzene ring, has been synthesized. It exists exclusively in the endo-conformation, in contrast to 4 for which the exo-conformation is preferred. High-level density functional calculations are presented for both compounds. They show that the endo- conformation of 3 is favored over the exo-conformation by 3.3 kcal mol
Original languageEnglish
Pages (from-to)3371-3375
JournalJournal of the American Chemical Society
Issue number14
Publication statusPublished - 1998


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