Control of helical sense and tightness of amino acid-based poly(N-propargylamide) by temperature and solvents

被引：38

作者：

Zhao, HC ^{[1
]}

Sanda, F ^{[1
]}

Masuda, T ^{[1
]}

机构：

[1] Kyoto Univ, Dept Polymer Chem, Grad Sch Engn, Nishikyo Ku, Kyoto 6158510, Japan

来源：

MACROMOLECULAR CHEMISTRY AND PHYSICS | 2005年 / 206卷 / 16期

关键词：

amino acids; helices; polyacetylenes;

D O I：

10.1002/macp.200500129

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Poly(N-(alpha-tert-butoxycarbonyl)-L-aspartic acid beta-cyclohexyl ester N'-propargylamide) [poly(1)] was synthesized by the polymerization of the corresponding monomer 1 catalyzed by (nbd)Rh+ [eta(6)-C6H5B-(C6H5)(3)] in CH2Cl2 at 30 degrees C for 2 h. Poly(1) was soluble in CH2Cl2, CHCl3, THF, and partly soluble in DMF. The specific rotation, CD, and UV-vis spectroscopic data revealed that poly(1) exists in a helical structure in CH2Cl2, CHCl3, CHCl3/DMF, and CHCl3/ MeOH. Poly(1) underwent thermo- and solvent-driven switch of helical sense, accompanying the change of tightness.

引用

页码：1653 / 1658

页数：6

共 39 条

[1] Interconversion of single and double helices formed from synthetic molecular strands [J].

Berl, V ;

Huc, I ;

Khoury, RG ;

Krische, MJ ;

Lehn, JM .

NATURE, 2000, 407 (6805) :720-723

[2] CONFORMATIONAL STUDIES OF POLYMERS AND COPOLYMERS OF L-ASPARTATE ESTERS .3. NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY [J].

BRADBURY, EM ;

CARPENTE.BG ;

CRANEROB.C ;

GOLDMAN, H .

MACROMOLECULES, 1971, 4 (05) :557-&

[3] CONFORMATIONAL STUDIES OF POLYMERS AND COPOLYMERS OF L-ASPARTATE ESTERS .I. PREPARATION AND SOLUTION STUDIES [J].

BRADBURY, EM ;

CARPENTER, BG ;

GOLDMAN, H .

BIOPOLYMERS, 1968, 6 (06) :837-+

[4]

Cheon KS, 2000, ANGEW CHEM INT EDIT, V39, P1482, DOI 10.1002/(SICI)1521-3773(20000417)39:8<1482::AID-ANIE1482>3.0.CO

[5]

2-7

[6] Syntheses, hydrogen-bonding interactions, tunable chain helicities, and cooperative supramolecular associations and dissociations of poly(phenylacetylene)s bearing L-valine pendants: Toward the development of proteomimetic polyenes [J].

Cheuk, KKL ;

Lam, JWY ;

Lai, LM ;

Dong, YP ;

Tang, BZ .

MACROMOLECULES, 2003, 36 (26) :9752-9762

[7] Computing handedness: Quantized and superposed switch and dynamic memory of helical polysilylene [J].

Fujiki, M ;

Koe, JR ;

Motonaga, M ;

Nakashima, H ;

Terao, K ;

Teramoto, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (26) :6253-6261

[8] Helix magic. Thermo-driven chiroptical switching and screw-sense inversion of flexible rod helical polysilylenes [J].

Fujiki, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (14) :3336-3343

[9]

FUJIKI M, 2002, SILICON CHEM, V1, P67

[10] Copolymerization of chiral amino acid-based acetylenes and helical conformation of the copolymers [J].

Gao, GZ ;

Sanda, F ;

Masuda, T .

MACROMOLECULES, 2003, 36 (11) :3938-3943

← 1 2 3 4 →