| Synthesis of functional poly(phenyl isocyanide)s with macromolecular helicity memory and their use as asymmetric organocatalysts. | |
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MedLine Citation:
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PMID: 18613092 Owner: NLM Status: PubMed-not-MEDLINE |
Abstract/OtherAbstract:
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To develop a novel polymer-based asymmetric organocatalyst, a series of helical poly(phenyl isocyanide)s with functional pendant groups were prepared by modifying the side groups of the optically active helical poly(4-carboxyphenyl isocyanide) with a macromolecular helicity memory. Helical polyisocyanides partially modified with achiral amines, such as piperazine, maintained their chiral memory and enantioselectively catalyzed a direct aldol reaction. Although the enantioselectivity was low, the original helical poly(4-carboxyphenyl isocyanide) showed no catalytic activity. These results indicated that the macromolecular helicity of the modified polyisocyanides together with bifunctional amino and carboxy acid pendant residues arranged in a helical array along the polymer backbones plays an important role in the enantioselectivity. |
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Authors:
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Toshitaka Miyabe; Yoko Hase; Hiroki Iida; Katsuhiro Maeda; Eiji Yashima |
Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Chirality Volume: 21 ISSN: 1520-636X ISO Abbreviation: Chirality Publication Date: 2009 Jan |
Date Detail:
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Created Date: 2008-12-29 Completed Date: 2009-02-13 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 8914261 Medline TA: Chirality Country: United States |
Other Details:
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Languages: eng Pagination: 44-50 Citation Subset: - |
Copyright Information:
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(c) 2008 Wiley-Liss, Inc. |
Affiliation:
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Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya, Japan. |
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Descriptor/Qualifier:
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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