| Temperature-induced chiroptical changes in a helical poly(phenylacetylene) bearing N,N-diisopropylaminomethyl groups with chiral acids in water. | |
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MedLine Citation:
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PMID: 17763496 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A stereoregular poly(phenylacetylene) bearing an N,N-diisopropylaminomethyl group as the pendant (poly-1) changed its structure into the prevailing one-handed helical conformation upon complexation with optically active acids in water. The complexes exhibited induced circular dichroism (ICD) in the UV/Vis region of the polymer backbone. Poly-1 is highly sensitive to the chirality of chiral acids and can detect a small enantiomeric imbalance in these acids, in particular, phenyl lactic acid in water. For example, a 0.005% enantiomeric excess of phenyl lactic acid can be detected by CD spectroscopy. The observed ICD intensity and pattern of poly-1 were dependent on the temperature and concentration of poly-1, probably due to aggregations of the polymer at high temperature as revealed by dynamic light scattering and AFM. On the basis of the temperature-dependent ICD changes, the preferred chiral helical sense of poly-1 was found to be controlled by noncovalent bonding interactions by using structurally different enantiomeric acids. |
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Authors:
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Kanji Nagai; Katsuhiro Maeda; Yoshihisa Takeyama; Takahiro Sato; Eiji Yashima |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Chemistry, an Asian journal Volume: 2 ISSN: 1861-471X ISO Abbreviation: - Publication Date: 2007 Oct |
Date Detail:
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Created Date: 2007-10-01 Completed Date: 2007-11-08 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101294643 Medline TA: Chem Asian J Country: Germany |
Other Details:
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Languages: eng Pagination: 1314-21 Citation Subset: IM |
Affiliation:
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Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Acetylene
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analogs & derivatives*,
chemistry Carboxylic Acids / chemistry* Circular Dichroism Molecular Conformation Stereoisomerism Sulfonic Acids / chemistry* Temperature Water / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Carboxylic Acids; 0/Sulfonic Acids; 0/poly(phenylacetylene); 74-86-2/Acetylene; 7732-18-5/Water |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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