Phenanthrene-Fused Azo-ene-ynes: Synthesis of Dibenzo[f,h]cinnoline and Dibenzo[e,g]isoindazole Derivatives
作者： Brian S. Young , Felix Köhler , Rainer Herges , Michael M. Haley
DOI: 10.1021/JO201378T
关键词: Benzene 、 Phenanthrene 、 Cinnoline 、 Ene reaction 、 Chemistry 、 Naphthalene 、 Transition metal carbene complex 、 Stereochemistry 、 Nuclear magnetic resonance spectroscopy 、 Molecule
摘要: The cyclization reactions of a phenanthreno-fused azo-ene-yne compound have been studied both experimentally and computationally. Experimental results show that this system is prone to dimerization, more so than previously naphthalene- benzene-based analogues. Calculations reveal pyrazoles arene-fused strongly stabilize carbenes in the 5-position through “coarctate conjugation”, suggesting stationary concentration carbenes/carbenoids during high enough for dimerization.
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