The Journal of Organic Chemistry

Synthesis, Reactions, and Structural and NMR Features of [2.2] Metacyclophane Monoenes and Their Tricarbonylchromium and Cyclopentadienyliron (+) Complexes

RH Mitchell, L Zhang

Index: Mitchell, Reginald H.; Zhang, Limin Journal of Organic Chemistry, 1999 , vol. 64, # 19 p. 7140 - 7152

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Citation Number: 9

Abstract

8, 16-Dimethyl-, 5, 8, 13, 16-tetramethyl-, and 4, 6, 8, 12, 14, 16-hexamethyl [2.2] metacyclophanene have been synthesized from the corresponding methyl-substituted 3-thia [3.2] metacyclophane precursors via a Wittig rearrangement-Hofmann elimination procedure. Simple addition of bromine or similar electrophiles to the bridge double bond of the cyclophane monoenes did not occur; rather, the methyl-substituted dihydropyrenes ...