Helicity induction on a poly (phenylacetylene) bearing carboxy groups at the meta-position

被引：5
|
作者：
Goto, Hidetoshi [1 ]
Morino, Kazuhide [1 ]
Morishita, Toru [1 ]
Maeda, Katsuhiro [1 ]
Yashima, Eiji [1 ]
机构：
[1] Nagoya Univ, Grad Sch Engn, Dept Mol Design & Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
来源：
KOBUNSHI RONBUNSHU | 2006年 / 63卷 / 05期
关键词：
helicity induction; optically active; chiral; poly(phenylacetylene); circular dichroism;
D O I：
10.1295/koron.63.325
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
Helicity induction on a poly (phenylacetylene) bearing a carboxy group at the meta-positions (poly-1m) with chiral amines and amino alcohols was investigated in dimethyl sulfoxide (DMSO) and water using circular dichroism (CD) spectroscopy. Poly-1m was synthesized by the polymerization of triphenylmethyl 3-ethynylbenzoate with a rhodium complex, followed by hydrolysis of the ester groups. The H-1 NMR spectrum of poly-1m indicated that the polymer had a highly cis-transoidal structure. Poly-1m exhibited an induced circular dichroism (ICD) in the polymer backbone region upon complexation with optically active amines and amino alcohols in DMSO and water, due to a predominantly one-handed helix formation. The pattern and magnitude of the Cotton effects of poly-1m were significantly different from those of a poly (phenylacetylene) bearing a carboxy group at the para-positions (poly-1p), indicating that the substituent position of functional groups on the phenyl group is important for the effective helicity induction on the poly (phenylacetylene)s.
引用
收藏
页码：325 / 330
页数：6
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