4.4 Article

A Diels-Alder reaction catalyzed by eutectic complexes autogenously formed from solid state phenols and quinones

Journal

TETRAHEDRON LETTERS
Volume 47, Issue 26, Pages 4481-4484

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2006.04.030

Keywords

Diels-Alder reaction; catalysis of charge transfer complexes; benzoquinone; anthracene; autogenous fusion; eutectic complexes

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A Diels-Alder reaction starting from a stoichiometric solid mixture of dimethylanthracene (DMA) and p-benzoquinone (BQ) was efficiently catalyzed by adding a small amount of phenol derivatives via autogenous formation of eutectic complexes. The main mechanisms for the formation of eutectic complex with hydrogen bonds were the interposition of the charge transfer from a phenol to a quinone under the influence of steric hindrance by alkyl groups introduced into phenols. (c) 2006 Elsevier Ltd. All rights reserved.

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