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Forfeiture of the aromaticity of a Bridged [10] Annulene by benzannelation

RK Hill, CB Giberson, JV Silverton

文献索引:Hill, Richard K.; Giberson, Carolyn B.; Silverton, James V. Journal of the American Chemical Society, 1988 , vol. 110, # 2 p. 497 - 500

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被引用次数: 10

摘要

Abstract: This paper addresses the question of whether hydrocarbon 10, a dibenzo derivative of 1, 6-methano [lOIannulene, retains the [IOIannulene ring in 10a or exists as the valence tautomer lob, a double norcaradiene. A rational synthesis of 10b has been achieved in eight steps from trans-1, 2-diphenyl-1, 2-cyclopropanedicarboxylic acid. The spectroscopic properties, particularly the I3C NMR spectrum, show that the stable form of ...