Efficient synthesis of 4, 5, 9, 10-tetrahydropyrene: A useful synthetic intermediate for the synthesis of 2, 7-disubstituted pyrenes

…, DM Collard, CL Liotta, DA Schiraldi

Index: Connor, Daniel M.; Allen, Scott D.; Collard, David M.; Liotta, Charles L.; Schiraldi, David A. Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6888 - 6890

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Citation Number: 40

Abstract

Although the chemistry of pyrene, 1, is well-known, 1, 2 there is considerable interest in the synthesis of new derivatives for investigation of the carcinogenesis of polycylic aromatic hydrocarbons (PAHs), 3 as solvents in coal liquification, 4 and as fluorogens. 5 Direct electrophilic aromatic substitution on the pyrene ring occurs almost exclusively at the electron rich 1-position, 6 leading to 1-, 1, 3-, 1, 6-, 1, 8-, 1, 3, 6-, and 1, 3, 6, 8-substituted ...