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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
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The crossed [2+2] cycloaddition of 1-phenylcyclopropene and 1-bromo-2-phenylcyclopropene

Gon-Ann Lee1, Wen-Chieh Wang, Shih-Fen Jiang

  • 1Department of Chemistry, Fu Jen Catholic University, Hsinchuang, Taipei 24205, Taiwan, Republic of China. 016850@mail.fju.edu.tw

The Journal of Organic Chemistry
|September 19, 2009
PubMed

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Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
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Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
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