Der Mechanismus der Alken-Ozonolyse – eine kritische Betrachtung

✍ Scribed by Kurt Schank

• Publisher: John Wiley and Sons
• Year: 2004
• Tongue: German
• Weight: 269 KB
• Volume: 87
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200490186

✦ Synopsis

Abstract

The Mechanism of Alkene Ozonolysis – a Critical Examination. Alkene ozonolyses have been carried out in experimental organic chemistry for more than a century, and a lucid description of the underlying reaction mechanism has been developped and integrated in most chemistry textbooks. Nevertheless, there are a great number of exceptions hard to rationalize by the accepted mechanism. Attempts in the past to give more‐convincing answers to this problem failed. Therefore, the search for an alternative mechanistic model without contradictions is compelling. The present paper offers a redox model based upon the known properties of ozone both as a strong oxidant and an O‐atom‐transferring agent, especially when reacted with alkenes of sufficiently high electron density to act as reducing partners.