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, •
Mini-Reviews in Organic Chemistry
Title: Diazo Ethers: Formation and Decomposition in the Course of Reactions Between Arenediazonium Ions and Different Alcohols
Volume: 6 Issue: 2
Author(s): Carlos Bravo-Diaz
Affiliation:
Keywords: Diazo Ethers, Arenediazonium Ions, O-coupling reactions, aryl radicals Ar, •
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.
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Cite this article as:
Bravo-Diaz Carlos, Diazo Ethers: Formation and Decomposition in the Course of Reactions Between Arenediazonium Ions and Different Alcohols, Mini-Reviews in Organic Chemistry 2009; 6 (2) . https://dx.doi.org/10.2174/157019309788167693
DOI https://dx.doi.org/10.2174/157019309788167693 |
Print ISSN 1570-193X |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6298 |
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