Room Temperature Observation of p-Xylylenes by 1H NMR and Evidence for Diradical Intermediates in Their Oligomerization

WS Trahanovsky, SP Lorimor

Index: Trahanovsky, Walter S.; Lorimor, Steven P. Journal of Organic Chemistry, 2006 , vol. 71, # 5 p. 1784 - 1794

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Citation Number: 9

Abstract

p-Quinodimethanes (p-QDMs) are reactive molecules that have been invoked as transient intermediates in a number of reactions. Dilute solutions of benzene-based p-QDMs, p- xylylene (1), α-methyl-p-xylylene (10), and 2, 5-dimethyl-p-xylylene (11) can be prepared by fluoride-induced elimination of trimethylsilyl acetate from the appropriate precursor. It has been found that these solutions are stable enough to allow these reactive p-QDMs to be ...