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Mini-Reviews in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

Diazo Ethers: Formation and Decomposition in the Course of Reactions Between Arenediazonium Ions and Different Alcohols

Author(s): Carlos Bravo-Diaz

Volume 6, Issue 2, 2009

Page: [105 - 113] Pages: 9

DOI: 10.2174/157019309788167693

Price: $65

Abstract

The present review is aimed to summarize recent research on the O-coupling reactions of arenediazonium, ArN2 +, ions with different alcohols under acidic conditions. Encapsulating in a nutshell their mechanisms, it appears that two possible products may be formed depending on experimental conditions, namely a highly unstable aryl cation, Ar+, that yields substitution products and a reactive diazo ether, namely Ar-N=N-O-R, which initiates a radical mechanism through the formation of aryl radicals Ar • to yield reduction products.

Keywords: Diazo Ethers, Arenediazonium Ions, O-coupling reactions, aryl radicals Ar,

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