Synthesis, molecular and electron transport properties of 2-alkyltrinitrofluoren-9-ones

BS Ong, B Keoshkerian, TI Martin…

Index: Ong, Beng S.; Keoshkerian, Barkev; Martin, Trevor I.; Hamer, Gordon K. Canadian Journal of Chemistry, 1985 , vol. 63, p. 147 - 152

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Citation Number: 25

Abstract

2-Alkyltrinitrofluoren-9-ones 2 were conveniently synthesized by controlled nitration of 2- alkylfluoren-9-ones 5 with a mixture of red fuming HNO3 and concentrated H2SO4 at 0-25° C. The precursors 5 were derived from the corresponding 2-acylfluorenes by appropriate reduction of the acyl function, followed by base-catalysed O2-oxidation at the C-9 position. The regiochemistry of nitration was interesting: with a sterically bulky substituent in 5, ...