Asymmetric induction in the preparation of helical receptor-anion complexes

Ion-pair formation with chiral cations

Yohei Haketa, Yuya Bando, Kazuto Takaishi, Masanobu Uchiyama, Atsuya Muranaka, Masanobu Naito, Hiroshi Shibaguchi, Tsuyoshi Kawai, Hiromitsu Maeda

Research output: Contribution to journalArticle

68 Citations (Scopus)

Abstract

Asymmetry through ion pairing: Upon addition of chloride and bromide ions, as chiral ammonium salts, to solutions of pyrrole-based π-conjugated linear oligomers, helical structures form with asymmetric induction, which is guided by the formation of diastereomeric ion pairs with chiral counter cations (see picture). These ions pairs exhibit circular dichroism (CD) and strong circularly polarized luminescence (CPL) with glum values of greater than 0.1.

Original languageEnglish
Pages (from-to)7967-7971
Number of pages5
JournalAngewandte Chemie - International Edition
Volume51
Issue number32
DOIs
Publication statusPublished - Aug 6 2012
Externally publishedYes

Fingerprint

Anions
Cations
Negative ions
Positive ions
Ions
Pyrroles
Dichroism
Bromides
Ammonium Compounds
Oligomers
Luminescence
Chlorides
Salts

Keywords

  • anion binding
  • chirality
  • chiroptical properties
  • helical structures
  • ion pairs

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

Asymmetric induction in the preparation of helical receptor-anion complexes : Ion-pair formation with chiral cations. / Haketa, Yohei; Bando, Yuya; Takaishi, Kazuto; Uchiyama, Masanobu; Muranaka, Atsuya; Naito, Masanobu; Shibaguchi, Hiroshi; Kawai, Tsuyoshi; Maeda, Hiromitsu.

In: Angewandte Chemie - International Edition, Vol. 51, No. 32, 06.08.2012, p. 7967-7971.

Research output: Contribution to journalArticle

Haketa, Yohei ; Bando, Yuya ; Takaishi, Kazuto ; Uchiyama, Masanobu ; Muranaka, Atsuya ; Naito, Masanobu ; Shibaguchi, Hiroshi ; Kawai, Tsuyoshi ; Maeda, Hiromitsu. / Asymmetric induction in the preparation of helical receptor-anion complexes : Ion-pair formation with chiral cations. In: Angewandte Chemie - International Edition. 2012 ; Vol. 51, No. 32. pp. 7967-7971.
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