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Progress in Chemistry 2012, Vol. 24 Issue (06): 879-885 Previous Articles   Next Articles

• Special Issue of Quantum Chemistry •

Theoretical Studies on the Mechanisms of [2+2] Cycloaddition Reactions

Fang Decai   

  1. College of Chemistry, Beijing Normal University, Beijing 100875, China
  • Received: Revised: Online: Published:
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[2+2] cycloaddition reaction is one type of the most important reactions in the field of organic chemistry, and the mechanisms of [2+2] cycloaddition reactions are always hot topic both for experimental and theoretical researchers. In this paper, three types of [2+2] cycloaddition reactions, including simple olefins or alkynes, cumulenes, Th compounds, have been classified and reviewed. The obtained results indicated that the cycloaddition reactions involving simple olefins or alkynes are proceeding in diradical mechanism generally, and the others are proceeding in either concerted or zwitterion mechanism, all of which have been elucidated with frontier molecular orbital interactions. Contents
1 Introduction
2 [2+2] cycloaddition reactions of olefins or alkynes
3 [2+2] cycloaddition reactions of cumulenes X=Y=Z
3.1 [2+2] cycloaddition reactions of ketene
3.2 [2+2] cycloaddition reactions of keteniminium and 2-aza-allene cations
4 [2+2] cycloaddition reactions of Th-containing compounds
5 Conclusions and Outlooks
Key words: cycloaddition reaction, cumulenes, diradical, concerted, zwitterion

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