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Molecules 2005, 10(1), 244-250; doi:10.3390/10010244
Article

Substrate Dependence in Aqueous Diels-Alder Reactions of Cyclohexadiene Derivatives with 1,4-Benzoquinone

 and *
Department of Chemistry, Rikkyo University, Nishi-Ikebukuro, Toshima-ku, Tokyo 171-8501, Japan
* Author to whom correspondence should be addressed.
Received: 10 May 2004 / Revised: 25 November 2004 / Accepted: 25 November 2004 / Published: 31 January 2005
(This article belongs to the Special Issue Hypervalent Iodine)
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Abstract

A reactivity difference based on the position of substituents on cyclohexa-1,3- diene was observed for the title reaction. The effect of water as solvent was more distinct for 1-methyl-4-isopropylcyclohexa-1,3-diene than for 2-methyl-5-isopropylcyclohexa- 1,3-diene or non-substituted cyclohexa-1,3-diene. The effect of NaCl (salting-out) and guanidium chloride (salting-in) was also large for 1-methyl-4-isopropylcyclohexa-1,3- diene.
Keywords: Diels-Alder reaction; aqueous; cyclohexadiene; substrate dependence Diels-Alder reaction; aqueous; cyclohexadiene; substrate dependence
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Sunakawa, T.; Kuroda, C. Substrate Dependence in Aqueous Diels-Alder Reactions of Cyclohexadiene Derivatives with 1,4-Benzoquinone. Molecules 2005, 10, 244-250.

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