Effect of a C7. pi.-electron donor on a cycloheptatriene-norcaradiene equilibrium

SW Staley, MA Fox, A Cairncross

Index: Staley,S.W. et al. Journal of the American Chemical Society, 1977 , vol. 99, # 13 p. 4524 - 4526

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Citation Number: 17

Abstract

Sir: r-Electron donors in a bisected conformation at the C7 (cyclopropyl) position are believed to destabilize norcaradienes either by weakening the Cl-C6 bond through HOMO- LUMO interactions'. 2 or by repulsion between filled r-electron energy level^.^ The validity of this theory not only bears on our un-derstanding of cycloheptatriene and cyclopropane properties, but also on our fundamental understanding of resonance. We now report the ...