synthesis of main-chain chiral quaternary ammonium polymers for asymmetric catalysis using quaternization polymerization对不对称催化合成主链聚合物手性季铵使用碱化反应聚合.pdfVIP
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synthesis of main-chain chiral quaternary ammonium polymers for asymmetric catalysis using quaternization polymerization对不对称催化合成主链聚合物手性季铵使用碱化反应聚合
Molecules 2012, 17, 7569-7583; doi:10.3390/molecule
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Synthesis of Main-Chain Chiral Quaternary Ammonium
Polymers for Asymmetric Catalysis Using Quaternization
Polymerization
Naoki Haraguchi *, Parbhej Ahamed, Md. Masud Parvez and Shinichi Itsuno
Department of Environmental and Life Sciences, Graduate School of Engineering,
Toyohashi University of Technology, 1-1 Hibarigaoka, Tenpaku-cho, Toyohashi,
Aichi 441-8580, Japan
* Author to whom correspondence should be addressed; E-Mail: haraguchi@ens.tut.ac.jp;
Tel.: +81-532-44-6812; Fax: +81-532-48-5833.
Received: 27 April 2012; in revised form: 4 June 2012 / Accepted: 13 June 2012 /
Published: 19 June 2012
Abstract: Main-chain chiral quaternary ammonium polymers were successfully
synthesized by the quaternization polymerization of cinchonidine dimer with dihalides.
The polymerization occurred smoothly under optimized conditions to give novel type
of main-chain chiral quaternary ammonium polymers. The catalytic activity of the
polymeric chiral organocatalysts was investigated on the asymmetric benzylation of
N-(diphenylmethylidene)glycine tert-butyl ester.
Keywords: chiral polymer; quaternization polymerization; organocatalysis; cinchona
alkaloid; quaternary ammonium salt
1. Introduction
Cinchona alkaloids are among the most attractive chiral molecules because they represent readily
available and inexpensive
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