Unraveling the Mechanism of the Singlet Oxygen Ene Reaction: Recent Computational and Experimental Approaches

被引：65

作者：

Alberti, Mariza N. ^{[1
]}

Orfanopoulos, Michael ^{[1
]}

机构：

[1] Univ Crete, Dept Chem, Iraklion, Crete, Greece

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 31期

关键词：

computational chemistry; cyclopropyl probes; reaction mechanisms; singlet oxygen; stereoselectivity; PICOSECOND RADICAL KINETICS; ENOL ETHERS; PEREPOXIDE INTERMEDIATE; MOLECULAR-OXYGEN; RING OPENINGS; ANTIMALARIAL 1,2,4-TRIOXANES; BIRADICAL INTERMEDIATE; PHOTODYNAMIC THERAPY; TRANSITION-STATES; ORGANIC-SYNTHESIS;

D O I：

10.1002/chem.201000752

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The mechanism of the singlet oxygen ene reaction has been a subject of renewed interest within the last few years. The main question being whether this reaction proceeds through a concerted mechanism or if it involves discrete intermediates. In general, the majority of experimental and computational studies support a traditional stepwise mechanism involving a perepoxide-like intermediate. In this minireview we highlight the most prominent and recent theoretical, as well as experimental results relating to the challenging mechanism of the singlet oxygen ene oxyfunctionalization.

引用

页码：9414 / 9421

页数：8

共 87 条

[1] MECHANISMS OF PHOTODEGRADATION OF POLY(3-ALKYLTHIOPHENES) IN SOLUTION [J].