Journal of the American Chemical Society

Metacyclophanes and related compounds. 4. Halogenations of 8, 16-dialkyl-anti-5, 13-di-tert-butyl [2.2] metacyclophan-1-enes and 2, 7-di-tert-butyl-trans-10b, 10c- …

M Tashiro, T Yamato

Index: Tashiro, Masashi; Yamato, Takehiko Journal of the American Chemical Society, 1982 , vol. 104, # 13 p. 3701 - 3707

Full Text: HTML

Citation Number: 72

Abstract

Abstract: 8, 16-Dialkyl-anti-5, 13-di-tert-butyl [2.2] metacyclophan-l-enes (13) and 2, 7-di-tert- butyl-trans-lOb, lOc-dialkyl-lob, 1 Oc-dihydropyrenes (2Oa-c) were prepared from the corresponding alkylbenzenes in several steps. The bromination of 13 and 20 with bromine in a carbon tetrachloride solution afforded 2, 7-di-tert-butyl-4, 5, 9, 1O-tetrabromo-trans-1 Ob, lOc-dialkyl-lOb, lOc-dihydropyrenes (2). Treatment of 20 with iodine in a boiling benzene ...