The Journal of Organic Chemistry

Ozonolysis of polycyclic aromatics. XIV. Ozonation of pentaphene and benzo [rst] pentaphene

EJ Moriconi, L Salce

Index: Moriconi,E.J.; Salce,L. Journal of Organic Chemistry, 1967 , vol. 32, p. 2829 - 2837

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Citation Number: 9

Abstract

Ozonation of pentaphene (1) in methylene chloride at-78'with 1 mole equiv of ozone led to a peroxidic mixture which on reductive work-up (sodium iodide in acetic acid) gave 2, 2'- binaphthyl-3, 3 '-dicarboxaldehyde (5, 25%); oxidative work-up (sodium hydroxide, hydrogen peroxide) led to 5 (16'%), phthalic acid (8, 2%), and 2, 2'-binaphth: yl-3, 3'- dicarboxylic acid (9, 16%). Dialdehyde 5 was also obtained from 1 via osmium tetroxide ...

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