Ortho effect in the Bergman cyclization: comparison of experimental approaches and dissection of cycloaromatization kinetics

TA Zeidan, SV Kovalenko, M Manoharan…

Index: Zeidan, Tarek A.; Kovalenko, Serguei V.; Manoharan, Mariappan; Alabugin, Igor V. Journal of Organic Chemistry, 2006 , vol. 71, # 3 p. 962 - 975

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Citation Number: 59

Abstract

Four different experimental sources of kinetic information were combined to study the effect of ortho substituents on the rate of Bergman cycloaromatization. All methods confirm that the cyclization barrier is highly sensitive to the nature of the ortho substituents. However, the measured activation energies strongly depend on the choice of experimental technique: even the relative trends provided by the different methods agree with each other only in ...