The Journal of organic chemistry

Mechanistic organic chemistry in a microreactor. Zeolite-controlled photooxidations of organic sulfides

EL Clennan, W Zhou, J Chan

Index: Clennan, Edward L.; Zhou, Wenhui; Chan, Jacqueline Journal of Organic Chemistry, 2002 , vol. 67, # 26 p. 9368 - 9378

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Citation Number: 28

Abstract

The intrazeolite and solution photooxygenations of a series of sulfides have been compared. The unusual zeolite environment enhances the rates of reaction, it suppresses the Pummerer rearrangements, and it has a dramatic effect on the sulfoxide/sulfone ratio. A detailed kinetic study utilizing trapping experiments and intramolecular competition provides evidence for cation complexation to a persulfoxide intermediate as the underlying ...

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