2013年1月
Dynamic or Nondynamic? Helical Trajectory in Hexabenzocoronene Nanotubes Biased by a Detachable Chiral Auxiliary
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
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- 巻
- 135
- 号
- 1
- 開始ページ
- 114
- 終了ページ
- 117
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/ja311738m
- 出版者・発行元
- AMER CHEMICAL SOC
When ether vapor was allowed to diffuse into a CH2Cl2 solution of an enantiomer of a hexa-peri-hexabenzocoronene (HBC) derivative carrying a chiral (BINAP)Pt(II)-appended coordination metallacycle (HBC[(R)-Pt]Py or HBC[(S)-Pt]Py), screw-sense-selective assembly took place to give optically active nanotubes (NT[(R)-Pt]Py or NT[(S)-Pt]Py) with helical chirality, which were enriched in either left-handed (M)-NT[(R)-Pt]Py or right-handed (P)-NT[(S)-Pt]Py, depending on the absolute configuration of the (BINAP)Pt(II) pendant. When MeOH was used instead of ether for the vapor-diffusion-induced assembly, nanocoils formed along with the nanotubes. As determined by scanning electron microscopy, the diastereomeric excess of the nanocoils was 60% (80:20 diastereomeric ratio). Removal of the (BINAP)Pt(II) pendants from NT[(R)-Pt]Py or NT[(S)-Pt]Py with ethylenediamine yielded metal-free nanotubes (NTPy) that remained optically active even upon heating without any change in the circular dichroism spectral profile. No helical inversion took place when NTPy derived from HBC[(R)-Pt]Py or HBC[(S)-Pt]Py was allowed to complex with (BINAP)Pt(II) with an absolute configuration opposite to the original one.
- リンク情報
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- DOI
- https://doi.org/10.1021/ja311738m
- PubMed
- https://www.ncbi.nlm.nih.gov/pubmed/23252447
- Web of Science
- https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000313143000029&DestApp=WOS_CPL
- Scopus
- https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84872099237&origin=inward
- Scopus Citedby
- https://www.scopus.com/inward/citedby.uri?partnerID=HzOxMe3b&scp=84872099237&origin=inward
- URL
- http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=84872099237&origin=inward
- ID情報
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- DOI : 10.1021/ja311738m
- ISSN : 0002-7863
- eISSN : 1520-5126
- PubMed ID : 23252447
- SCOPUS ID : 84872099237
- Web of Science ID : WOS:000313143000029