Asymmetric Induction in the Preparation of Helical Receptor-Anion Complexes: Ion-Pair Formation with Chiral Cations

被引：95

作者：

Haketa, Yohei ^{[1
]}

Bando, Yuya ^{[1
]}

Takaishi, Kazuto ^{[2
,3
]}

Uchiyama, Masanobu ^{[2
,4
]}

Muranaka, Atsuya ^{[2
,5
]}

Naito, Masanobu ^{[5
,6
,7
]}

Shibaguchi, Hiroshi ^{[6
]}

Kawai, Tsuyoshi ^{[6
]}

Maeda, Hiromitsu ^{[1
]}

机构：

[1] Ritsumeikan Univ, Coll Pharmaceut Sci, Kusatsu 5258577, Japan

[2] RIKEN ASI, Adv Elements Chem Res Team, Wako, Saitama 3510198, Japan

[3] Seikei Univ, Fac Sci & Technol, Musashino, Tokyo 1808633, Japan

[4] Univ Tokyo, Grad Sch Pharmaceut Sci, Tokyo 1130033, Japan

[5] PRESTO Japan Sci & Technol Agcy JST, Kawaguchi, Saitama 3320012, Japan

[6] Nara Inst Sci & Technol NAIST, Grad Sch Mat Sci, Ikoma 6300192, Japan

[7] Natl Inst Mat Sci NIMS, Tsukuba, Ibaraki 3054047, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 32期

关键词：

anion binding; chirality; chiroptical properties; helical structures; ion pairs; CIRCULARLY-POLARIZED LUMINESCENCE; OPTICAL RESOLUTION; FOLDAMERS; ASSEMBLIES; INVERSION; DESIGN; SWITCH; SENSE; NMR;

D O I：

10.1002/anie.201202196

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7967 / 7971

页数：5

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