Two-Component Gel Formation by Pseudoenantiomeric Ethynylhelicene Oligomers

被引:48
作者
Amemiya, Ryo [1 ]
Mizutani, Marie [1 ]
Yamaguchi, Masahiko [1 ,2 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Sendai, Miyagi 9808578, Japan
[2] Tohoku Univ, WPI Adv Inst Mat Res, Sendai, Miyagi 9808577, Japan
关键词
circular dichroism; gels; pseudoenantiomers; sol-gel processes; GELATION; ORGANOGELATORS; ORGANIZATION; RACEMATE; GELATORS; LIQUIDS;
D O I
10.1002/anie.200906693
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Long and winding gel: Mixtures of (M)-and (P)-ethynylhelicene oligomers (see structure) differing in the numbers of helicene units formed organogels in toluene, which exhibited better thermoreversibility in the sol-gel process than those formed from enantiomers. Various twocomponent gels were obtained by changing the combination of the component pseudoenantiomeric oligomers, provided that they were larger than a trimer. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1995 / 1999
页数:5
相关论文
共 25 条
[1]   π-organogels of self-assembled p-phenylenevinylenes:: Soft materials with distinct size, shape, and functions [J].
Ajayaghosh, Ayyappanpillai ;
Praveen, Vakayil K. .
ACCOUNTS OF CHEMICAL RESEARCH, 2007, 40 (08) :644-656
[2]   Hetero-double-helix formation by an ethynylhelicene oligomer possessing perfluorooctyl side chains [J].
Amemiya, Ryo ;
Saito, Nozomi ;
Yamaguchi, Masahiko .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (18) :7137-7144
[3]  
[Anonymous], 2006, MOL GELS
[4]   From chiral counterions to twisted membranes [J].
Berthier, D ;
Buffeteau, T ;
Léger, JM ;
Oda, R ;
Huc, I .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (45) :13486-13494
[5]   Self-assembled thermoreversible gels of nonpolar liquids by racemic propargylic alcohols with fluorinated and nonfluorinated aromatic rings [J].
Borges, Ashleigh R. ;
Hyacinth, Marilise ;
Lum, Michelle ;
Dingle, Clayton M. ;
Hamilton, Paris L. ;
Chruszcz, Maksymilian ;
Pu, Lin ;
Sabat, Michal ;
Caran, Kevin L. .
LANGMUIR, 2008, 24 (14) :7421-7431
[6]   Chirality effects in self-assembled fibrillar networks [J].
Brizard, A ;
Oda, R ;
Huc, I .
LOW MOLECULAR MASS GELATORS: DESIGN, SELF-ASSEMBLY, FUNCTION, 2005, 256 :167-218
[7]   Tailoring the Properties of Guanosine-Based Supramolecular Hydrogels [J].
Buerkle, Lauren E. ;
Li, Zheng ;
Jamieson, Alexander M. ;
Rowan, Stuart J. .
LANGMUIR, 2009, 25 (15) :8833-8840
[8]   Supramolecular gelling agents: can they be designed? [J].
Dastidar, Parthasarathi .
CHEMICAL SOCIETY REVIEWS, 2008, 37 (12) :2699-2715
[9]  
de Loos M, 2005, ORG BIOMOL CHEM, V3, P1631, DOI 10.1039/b500837a
[10]   THE CHIRAL BILAYER EFFECT STABILIZES MICELLAR FIBERS [J].
FUHRHOP, JH ;
SCHNIEDER, P ;
ROSENBERG, J ;
BOEKEMA, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (11) :3387-3390