Stereochemistry of 1, 3-cyclohexadienes. Conformational preferences in 9-substituted 9, 10-dihydrophenanthrenes

RG Harvey, PP Fu, PW Rabideau

Index: Harvey,R.G. et al. Journal of Organic Chemistry, 1976 , vol. 41, # 23 p. 3722 - 3725

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Citation Number: 21

Abstract

A series of 9-R-9, lO-dihydrophenanthrenes [R= CH3, CN, C (CH3) 3, COCH3, C02CH3, C02CH2CH3, OH, Si (CH&] as well as two related 5, 6-dihydrochrysenes, are studied by NMR analysis of the three spin Hg, Hlo, Hl, y system. The coupling constants thus obtained are then used to determine the conformational preferences of these mobile ring systems with regard to the location of substituents in pseudoaxial or pseudoequatorial positions. All ...