1, 3-Bridged aromatic systems. II. New synthesis of metacyclophanes

WE Parham, JK Rinehart

Index: Parham,W.E.; Rinehart,J.K. Journal of the American Chemical Society, 1967 , vol. 89, # 22 p. 5668 - 5673

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Citation Number: 17

Abstract

Abstract: The synthesis of the new class of metacyclophanes (3), in which the value of n is at least 8, is realized in high yield by reaction of the corresponding indene 1 with reagents generally assumed to provide dichlorocarbene. The spectra and proof of structure of 3b and 3c are discussed, together with extensive studies of 2, 3-dirnethylindene used as a model. ing expansion reactions of 1, l-dihalocyclopropanes R are thought to occur by rate- ...