Electrophilic Substitution of 3, 4-Dihydrocyclopenta (cd) pyrene and the 3Ketone.

M Minabe, R Nishimura, T Kimura…

Index: Minabe, Masahiro; Nishimura, Ryuuji; Kimura, Takao; Tsubota, Motohiro Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 4 p. 1248 - 1253

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Citation Number: 5

Abstract

Brominaton of 3, 4-dihydrocyclopenta [cd] pyrene (1) with bromine yielded predominantly the corresponding 8-bromide; on the other hand, a similar reaction of cyclopenta [cd] pyren- 3 (4H)-one (2) afforded the 4-bromide. The Friedel–Crafts acetylations of 1 and 2 with acetyl chloride in the presence of aluminum chloride occurred at sites 8, 6, and 1. The isomeric distribution in the acetylation of 1 was similar to that of 2. The relative reactivity of 2 with 1- ...