Planar Macrocyclic Fluoropentamers as Supramolecular Organogelators

被引:59
作者
Ren, Changliang [1 ,2 ]
Xu, Shengyu [1 ,2 ]
Xu, Jun [3 ]
Chen, Hongyu [3 ]
Zeng, Huaqiang [1 ,2 ]
机构
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
[2] Natl Univ Singapore, NUS MedChem Program, Off Life Sci, Singapore 117543, Singapore
[3] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
关键词
GEL-PHASE MATERIALS; TRIGGERED HYDROGELATOR; ETHYNYLENE MACROCYCLE; AROMATIC OLIGOAMIDES; RECOGNITION; CHIRALITY; VESICLES; GELATORS; GELATION;
D O I
10.1021/ol201361f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Despite their great diversities, 2D-shaped macrocycles that can serve as the organogelators have been surprisingly rare; two planar macrocyclic fluoropentamers designed by us were highly able to gelate organic solvents, largely derived from their strong tendency to form 1D stacked fibrillar structures stabilized by both interplanar H-bonds and pi-pi stacking forces.
引用
收藏
页码:3840 / 3843
页数:4
相关论文
共 45 条
[11]   Supramolecular Synthons in Noncovalent Synthesis of a Class of Gelators Derived from Simple Organic Salts: Instant Gelation of Organic Fluids at Room Temperature via in Situ Synthesis of the Gelators [J].
Das, Uttam Kumar ;
Trivedi, Darshak R. ;
Adarsh, N. N. ;
Dastidar, Parthasarathi .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (18) :7111-7121
[12]   Supramolecular gelling agents: can they be designed? [J].
Dastidar, Parthasarathi .
CHEMICAL SOCIETY REVIEWS, 2008, 37 (12) :2699-2715
[13]   Dipeptide-based low-molecular-weight efficient organogelators and their application in water purification [J].
Debnath, Sisir ;
Shome, Anshupriya ;
Dutta, Sounak ;
Das, Prasanta Kumar .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (23) :6870-6881
[14]   A chemical-responsive supramolecular hydrogel from modified cycloclextrins [J].
Deng, Wei ;
Yamaguchi, Hiroyasu ;
Takashima, Yoshinori ;
Harada, Akira .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (27) :5144-5147
[15]   Responsive Supramolecular Gels Constructed by Crown Ether Based Molecular Recognition [J].
Ge, Zhishen ;
Hu, Jinming ;
Huang, Feihe ;
Liu, Shiyong .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (10) :1798-1802
[16]   Stimuli-Responsive Smart Gels Realized via Modular Protein Design [J].
Grove, Tijana Z. ;
Osuji, Chinedum O. ;
Forster, Jason D. ;
Dufresne, Eric R. ;
Regan, Lynne .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (40) :14024-14026
[17]   Novel resorcinarene-based pH-triggered gelator [J].
Haines, SR ;
Harrison, RG .
CHEMICAL COMMUNICATIONS, 2002, (23) :2846-2847
[18]   High-Tech Applications of Self-Assembling Supramolecular Nanostructured Gel-Phase Materials: From Regenerative Medicine to Electronic Devices [J].
Hirst, Andrew R. ;
Escuder, Beatriu ;
Miravet, Juan F. ;
Smith, David K. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (42) :8002-8018
[19]   Octadehydrodibenzo[12]annulene-Based Organogels: Two Methyl Ester Groups Prevent Crystallization and Promote Gelation [J].
Hisaki, Ichiro ;
Shigemitsu, Hajime ;
Sakamoto, Yuu ;
Hasegawa, Yasuchika ;
Okajima, Yasuo ;
Nakano, Kazunori ;
Tohnai, Norimitsu ;
Miyata, Mikiji .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (30) :5465-5469
[20]   Direct visualization of efficient energy transfer in single oligo(p-phenylene vinylene) vesicles [J].
Hoeben, FJM ;
Shklyarevskiy, IO ;
Pouderoijen, MJ ;
Engelkamp, H ;
Schenning, LPHJ ;
Christianen, PCM ;
Maan, JC ;
Meijer, EW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (08) :1232-1236