Palladium-catalyzed cross-coupling of PhSeSnBu3 with aryl and alkyl halides in ionic liquids: a practical synthetic method of diorganyl selenides

Palladium-catalyzed cross-coupling reactions of phenyl tributylstannyl selenide with aryl and alkyl halides can proceed smoothly in room temperature ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]), to give the corresponding diorganyl selenides in good to high yields. The...

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Bibliographic Details
Published inNew journal of chemistry Vol. 35; no. 11; pp. 2661 - 2665
Main Authors Zhao, Hong, Hao, Wenyan, Xia, Zhiwen, Cai, Mingzhong
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2011
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
SYSTEM
ANIONS
ORGANIC-SYNTHESIS
COMPLEX
DIELS-ALDER REACTIONS
TIN
RECYCLABLE CATALYST
HIGHLY EFFICIENT
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Summary:Palladium-catalyzed cross-coupling reactions of phenyl tributylstannyl selenide with aryl and alkyl halides can proceed smoothly in room temperature ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]), to give the corresponding diorganyl selenides in good to high yields. The coupling reaction run in [bmim][PF6] has the advantages of rate acceleration and increase of yield in contrast to the reaction run in toluene. Our system not only avoids the use of easily volatile toluene as a solvent but also solves the basic problem of palladium catalyst reuse.
ISSN:1144-0546
1369-9261
DOI:10.1039/c1nj20514e