Structural effects controlling the rate of the retro-Diels-Alder reaction in anthracene cycloadducts

…, TA McKelvey, P Nanjappan, AW Czarnik

Index: Chung, Yongseog; Duerr, Brook F.; McKelvey, Timothy A.; Nanjappan, P.; Czarnik, Anthony W. Journal of Organic Chemistry, 1989 , vol. 54, # 5 p. 1018 - 1032

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Citation Number: 83

Abstract

We have undertaken a fairly broad study of how the structure of an anthracene cycloadduct affects the rate of its cycloreversion reaction. Based on the rate constants for retro-Diels- Alder (rDA) reactions of a variety of anthracene-type adducts conducted in diphenyl ether, we draw the following conclusions. The rDA reaction of anthracene cycloadducts is influenced by diene substituents in the following ways:(1) electron-donating groups ...