Reusable Polymer-Supported Terpyridine Palladium Complex for Suzuki-Miyaura, Mizoroki-Heck, Sonogashira, and Tsuji-Trost Reaction in Water 英文参考文献.docVIP
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Reusable Polymer-Supported Terpyridine Palladium Complex for Suzuki-Miyaura, Mizoroki-Heck, Sonogashira, and Tsuji-Trost Reaction in Water 英文参考文献
Polymers 2011, 3, 621-639; doi:10.3390/polym3010621
OPEN ACCESS
polymers
ISSN 2073-4360
/journal/polymers
Article
Reusable Polymer-Supported Terpyridine Palladium Complex
for Suzuki-Miyaura, Mizoroki-Heck, Sonogashira, and
Tsuji-Trost Reaction in Water
Toshimasa Suzuka *, Kosuke Kimura and Takuya Nagamine
Department of Chemistry, Biology Marine Science, University of the Ryukyus, Okinawa 903-0213,
Japan; E-Mails: e073309@eve.u-ryukyu.ac.jp (K.K.); e073332@eve.u-ryukyu.ac.jp (T.N.)
* Author to whom correspondence should be addressed; E-Mail: suzuka@sci.u-ryukyu.ac.jp;
Tel.: +81-98-895-8531; Fax: +81-98-895-8531.
Received: 10 January 2011; in revised form: 8 February 2011 / Accepted: 9 March 2011 /
Published: 14 March 2011
Abstract: A novel heterogeneous transition-metal catalyst comprising a polymer-supported
terpyridine palladium(II) complex was prepared and found to promote the Suzuki-Miyaura,
Mizoroki-Heck, Sonogashira, and Tsuji-Trost, reactions in water under aerobic conditions
with a high to excellent yield. The catalyst was recovered by simple filtration and directly
reused several times without loss of catalytic activity.
Keywords: palladium; terpyridine; cross-coupling; polymer-supported synthesis
1. Introduction
Palladium-catalyzed reactions that form carbon-carbon bonds, such as Suzuki-Miyaura,
Mizoroki-Heck, Sonogashira, and Tsuji-Trost cross-coupling, are of considerable importance in
organic chemistry [1-11]. These cross-coupling reactions are generally catalyzed with soluble
palladium complexes in an organic solvent or in a mixture of water and an organic solvent [12-15].
However, there has been a continuing challenge with such catalyst systems regarding their efficient
separation and recycling, which are important considerations for economic and ecological reasons.
Heterogeneous palladium-catalyst systems have been found to be highly effective for overcoming
some of these
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