Copper(I) iodide accelerates catalytic activation in rhodium complex-catalyzed helix-sense-selective polymerization of achiral phenylacetylene monomers

被引:25
作者
Katagiri, Hiroo [2 ]
Kaneko, Takashi [1 ]
Teraguchi, Masahiro [1 ,3 ]
Aoki, Toshiki [1 ,2 ,3 ]
机构
[1] Niigata Univ, Ctr Transdisciplinary Res, Niigata 9502181, Japan
[2] Niigata Univ, Grad Sch Sci & Technol, Niigata 9502181, Japan
[3] Niigata Univ, Fac Engn, Dept Chem & Chem Engn, Niigata 9502181, Japan
关键词
D O I
10.1246/cl.2008.390
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Achiral phenylacetylene monomers were polymerized using a rhodium (Rh) complex catalyst in the presence of (S)1-phenylethylamine. Addition of copper(I) iodide (CuI) into the catalytic system improved the polymer yield. The monomer, which had two hydroxy groups and a hydrogalvinoxyl unit, gave the corresponding polymer with an optically active helical conformation stabilized by intramolecular hydrogen bonding. The chemical oxidation of the polymer yielded the corresponding optically active helical polyradical with high spin concentration.
引用
收藏
页码:390 / 391
页数:2
相关论文
共 22 条
[1]   New macromolecular architectures for permselective membranes - Gas permselective membranes from dendrimers and enantioselectively permeable membranes from one-handed helical polymers [J].
Aoki, T ;
Kaneko, T .
POLYMER JOURNAL, 2005, 37 (10) :717-735
[2]   Helix-sense-selective polymerization of phenylacetylene having two hydroxy groups using a chiral catalytic system [J].
Aoki, T ;
Kaneko, T ;
Maruyama, N ;
Sumi, A ;
Takahashi, M ;
Sato, T ;
Teraguchi, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (21) :6346-6347
[3]   Synthesis of functional π-conjugated polymers from aromatic acetylenes [J].
Aoki, Toshiki ;
Kaneko, Takashi ;
Teraguchi, Masahiro .
POLYMER, 2006, 47 (14) :4867-4892
[4]   SYNTHESES AND MAGNETIC-PROPERTIES OF POLY(PHENYLACETYLENES) CARRYING A (1-OXIDO-3-OXY-4,4,5,5-TETRAMETHYL-2-IMIDAZOLIN-2-YL) GROUP AT THE META OR PARA POSITION OF THE PHENYL RING [J].
FUJII, A ;
ISHIDA, T ;
KOGA, N ;
IWAMURA, H .
MACROMOLECULES, 1991, 24 (05) :1077-1082
[5]   Assignment of helical sense for poly(phenylacetylene) bearing achiral galvinoxyl chromophore synthesized by helix-sense-selective polymerization [J].
Kaneko, T ;
Umeda, Y ;
Yamamoto, T ;
Teraguchi, M ;
Aoki, T .
MACROMOLECULES, 2005, 38 (23) :9420-9426
[6]  
Kaneko T, 2001, POLYM J, V33, P879
[7]   Polydendron: Polymerization of dendritic phenylacetylene monomers [J].
Kaneko, T ;
Horie, T ;
Asano, M ;
Aoki, T ;
Oikawa, E .
MACROMOLECULES, 1997, 30 (10) :3118-3121
[8]   Synthesis of an optically active poly(phenylacetylene) bearing galvinoxyl radicals for magnetic materials [J].
Kaneko, T ;
Yamamoto, T ;
Aoki, T ;
Oikawa, E .
CHEMISTRY LETTERS, 1999, (07) :623-624
[9]   Synthesis of poly(phenylacetylene)-based polydendrons consisting of a phenyleneethynylene repeating unit, and oxygen/nitrogen permeation behavior of their membranes [J].
Kaneko, Takashi ;
Yamamoto, Kazuto ;
Asano, Motohiro ;
Teraguchi, Masahiro ;
Aoki, Toshiki .
JOURNAL OF MEMBRANE SCIENCE, 2006, 278 (1-2) :365-372
[10]   Remarkable cocatalytic effect of organometallics and rate control by triphenylphosphine in the Rh-catalyzed polymerization of phenylacetylene [J].
Kanki, K ;
Misumi, Y ;
Masuda, T .
MACROMOLECULES, 1999, 32 (07) :2384-2386