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

doi:10.1002/anie.201202196

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 journal › Article › peer-review

91 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 g_lum values of greater than 0.1.

Original language	English
Pages (from-to)	7967-7971
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	32
DOIs	https://doi.org/10.1002/anie.201202196
Publication status	Published - Aug 6 2012
Externally published	Yes

Keywords

anion binding
chirality
chiroptical properties
helical structures
ion pairs

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201202196

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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.",

keywords = "anion binding, chirality, chiroptical properties, helical structures, ion pairs",

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

year = "2012",

month = aug,

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doi = "10.1002/anie.201202196",

language = "English",

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TY - JOUR

T1 - Asymmetric induction in the preparation of helical receptor-anion complexes

T2 - Ion-pair formation with chiral cations

AU - Haketa, Yohei

AU - Bando, Yuya

AU - Takaishi, Kazuto

AU - Uchiyama, Masanobu

AU - Muranaka, Atsuya

AU - Naito, Masanobu

AU - Shibaguchi, Hiroshi

AU - Kawai, Tsuyoshi

AU - Maeda, Hiromitsu

PY - 2012/8/6

Y1 - 2012/8/6

N2 - 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.

AB - 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.

KW - anion binding

KW - chirality

KW - chiroptical properties

KW - helical structures

KW - ion pairs

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DO - 10.1002/anie.201202196

M3 - Article

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VL - 51

SP - 7967

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 32

ER -

Asymmetric induction in the preparation of helical receptor-anion complexes: Ion-pair formation with chiral cations

Abstract

Keywords

ASJC Scopus subject areas

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