Chirality Organization Induced by Self-Assembling Properties of Amino Acid Units.
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- Moriuchi Toshiyuki
- Department of Applied Chemistry, Faculty of Engineering, Osaka University
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- Hirao Toshikazu
- 大阪大学大学院工学研究科
Bibliographic Information
- Other Title
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- アミノ酸ユニットの会合特性に基づく不斉構造誘起
- アミノサン ユニット ノ カイゴウ トクセイ ニ モトヅク フセイ コウゾウ ユウキ
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Abstract
Introduction of amino acid units into a ferrocene or 2, 6-pyridinedicarboxamide scaffold has been demonstrated to form an ordered structure in both solid and solution states. Conformational enantiomerization through chirality organization was achieved. The single-crystal X-ray structure determination of the ferrocene bearing the podand chiral dipeptide chains (-L-Ala-L-Pro-OEt) and the D-derivative revealed two C2-symmetrical intramolecular interchain hydrogen bondings to induce the chirality organized structures. The molecular structures of the L- and D-isomer are in a good mirror image relationship based on conformational enantiomers. The single-crystal X-ray structure determination of the chiral 2, 6-pyridinedicarboxamide bearing the podand L-histidyl moieties and the D-derivative confirmed a left- and right-handed helical conformation, respectively, through intramolecular hydrogen bonding and chirality of the podand histidyl moieties. The propensity to form the chiral helicity appears to be controlled by the configuration of the histidyl α-carbon atoms. These chiral 2, 6-pyridinedicarboxamides were found to induce the chiral complexation.
Journal
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- Journal of Synthetic Organic Chemistry, Japan
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Journal of Synthetic Organic Chemistry, Japan 59 (12), 1195-1203, 2001
The Society of Synthetic Organic Chemistry, Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390282680255672320
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- NII Article ID
- 10012285654
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- NII Book ID
- AN0024521X
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- ISSN
- 18836526
- 00379980
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- NDL BIB ID
- 6002620
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- Text Lang
- ja
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed