The Journal of Organic Chemistry

Synthesis of quinolinoquinones and 1, 2, 3, 4-tetrahydroquinolinoquinones via cyclobutenediones

LS Liebeskind, J Zhang

Index: Liebeskind, Lanny S.; Zhang, Jing Journal of Organic Chemistry, 1991 , vol. 56, # 22 p. 6379 - 6385

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Citation Number: 39

Abstract

Conclusions Hydrogen abstractions by triplet cyclopropylidene (1) and planar triplet allene (2) are predicted to have nearly identical activation energies of< 19 kcal/mol. Because of limitations in the quantum mechanical model, these numbers are likely to be somewhat high. Both reactions are slightly exothermic. Predicted barriers are similar to those of other free radicals and triplet carbenes. Our results support previous conclusions that intermediates ...