Synthesis and Aggregation of Sulfonamidohelicene and Aminomethylhelicene Oligomers
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- Shigeno Masanori
- Graduate School of Pharmaceutical Sciences, Tohoku University
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- Kushida Yo
- Graduate School of Pharmaceutical Sciences, Tohoku University
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- Yamaguchi Masahiko
- Graduate School of Pharmaceutical Sciences, Tohoku University
Bibliographic Information
- Other Title
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- スルホンアミド及びアミノメチル架橋を有するヘリセンオリゴマーの合成と会合
Abstract
Double-helix forming ologomers have attracted much interest. However, the relationship between the primary structure and the double-helix forming ability is not well understood. We synthesized and examined aggregation of sulfonamidohelicene oligomers (M)-1 and aminomethylhelicene oligomers (P)-2 in order to compare their property with ethynylhelicene and amidohelicene oligomers previously obtained. (M)-1 (n = 2-7, 9, 11) were synthesized by stepwise method of coupling reaction with building block and deprotection of Boc moieties. (P)-2 (n = 2-5) were obtained by repeating a reductive amination and deprotection of Boc moieties. CD spectra of tetramer (M)-1 (n = 4) and pentamer (P)-2 (n = 5) exhibited a strong cotton effect in m-difluorobenzene. Vapor pressure osmometry in m-difluorobenzene showed bimolecular formation. These results indicated that both formed helix dimer structures.
Journal
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- Proceedings of the Symposium on Progress in Organic Reactions and Syntheses
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Proceedings of the Symposium on Progress in Organic Reactions and Syntheses 37 (0), 63-63, 2011
Division of Organic Chemistry, The Pharmaceutical Society of Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390282680610227584
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- NII Article ID
- 130006995628
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- Text Lang
- ja
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- Data Source
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- JaLC
- CiNii Articles
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- Abstract License Flag
- Disallowed