Arenes disubstituted with primary alkyl groups from xylylene dianions

RB Bates, CA Ogle

Index: Bates, Robert B.; Ogle, Craig A. Journal of Organic Chemistry, 1982 , vol. 47, # 20 p. 3949 - 3952

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Citation Number: 34

Abstract

Xylenes were converted into dianions 1. Reaction of dianions 1 with dialkyl sulfates gave symmetrical dialkylbenzenes 2 (R= R'), while methyl iodide caused oxidative coupling followed by alkylation to give 8. Unsymmetrical dialkylbenzenes 2 (R# R') were made by an indirect route involving monoanions 9 and 11. Reactions of dianions 1 with dihalides gave [n] cyclophanes 0-3 (n= 5, 6, 9), m-3 (n= 8-10), and p-3 (n= 9-11) and [nn] cyclophanes 0-4 ...