論文

査読有り 国際誌
2013年1月

Dynamic or Nondynamic? Helical Trajectory in Hexabenzocoronene Nanotubes Biased by a Detachable Chiral Auxiliary

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  • Wei Zhang
  • ,
  • Wusong Jin
  • ,
  • Takanori Fukushima
  • ,
  • Noriyuki Ishii
  • ,
  • Takuzo Aida

135
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
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
  • DOI : 10.1021/ja311738m
  • ISSN : 0002-7863
  • eISSN : 1520-5126
  • PubMed ID : 23252447
  • SCOPUS ID : 84872099237
  • Web of Science ID : WOS:000313143000029

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