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Abstract
The stereochemistry in solution of 16- to 20-membered metacyclophanes having mesitylene units connected by methylene, sulphide, and/or disulphide linkages, has been investigated by means of 1H n.m.r. spectroscopy. Depending upon the size of the ring system, saddle or crown conformation is preferred. Remarkably, within the crown conformation adopted by the 18-membered metacyclophanes with alternating disulphide and methylene or sulphide linkages, the single bridged dimesityl moieties approach the butterfly configuration.
