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• Haraguchi, N
• Ahamed, P
• Parvez, M
• Itsuno, S
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• Haraguchi, N
• Ahamed, P
• Parvez, M
• Itsuno, S
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• Haraguchi, N
• Ahamed, P
• Parvez, M
• Itsuno, S

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Molecules 2012, 17(6), 7569-7583; doi:10.3390/molecules17067569

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.

Received: 27 April 2012; in revised form: 4 June 2012 / Accepted: 13 June 2012 / Published: 19 June 2012

(This article belongs to the Special Issue Asymmetric Catalysis)

Download PDF Full-Text [365 KB, uploaded 19 June 2012 09:31 CEST]

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

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