Unsymmetrically substituted 1, 8-diarylanthracenes

…, JA Hrabie, D VanDerveer

Index: House, Herbert O.; Hrabie, Joseph A.; VanDerveer, Don Journal of Organic Chemistry, 1986 , vol. 51, # 6 p. 921 - 929

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Citation Number: 52

Abstract

Unsymmetrically substituted 1, 8-diarylanthraceries where the aryl rings are m-tolyl (5), o- tolyl (6), and 2, 3-dimethylphenyl (7) have been synthesized; the barriers to aryl ring rotation in these hydrocarbons were found to be 5.3, 10.4, and 16.3 kcal/mol, respectively. Addition of either an acetoxyl (14) or a methyl (15) substituent at C-9 of the dixylylanthracene gave mixtures of cis and trans isomers that also exhibited rotation of an aryl ring within the ...