Helical polymers based on intramolecularly hydrogen-bonded aromatic polyamides

被引:38
作者
Lu, Yi-Xuan [2 ]
Shi, Zhu-Ming [1 ]
Li, Zhan-Ting [1 ]
Guan, Zhibin [2 ]
机构
[1] Chinese Acad Sci, State Key Lab Bioorgan & Nat Prod Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
[2] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
关键词
FOLDAMERS; INDUCTION; OLIGOMERS; COMPLEXATION; FAMILY;
D O I
10.1039/c0cc03689g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Inspired by arylamide-based oligomeric foldermers that are stabilized by intramolecular hydrogen bonding, a series of polyamides with intramolecular hydrogen-bonding motifs were synthesized via polycondensation reactions. These polymers can fold into helical conformation different from their linear control. The chirality of helical conformation can further be tuned via acid-base complexation using chiral residues.
引用
收藏
页码:9019 / 9021
页数:3
相关论文
共 36 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]   Interpenetrating single helical capsules [J].
Berni, Emanuela ;
Garric, Joachim ;
Lamit, Corinne ;
Kauffmann, Brice ;
Leger, Jean-Michel ;
Huc, Ivan .
CHEMICAL COMMUNICATIONS, 2008, (17) :1968-1970
[3]   Vesicles and organogels from foldamers: A solvent-modulated self-assembling process [J].
Cai, Wei ;
Wang, Gui-Tao ;
Xu, Yun-Xiang ;
Jiang, Xi-Kui ;
Li, Zhan-Ting .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (22) :6936-+
[4]   Complexation-induced unfolding of heterocyclic ureas. Simple foldamers equilibrate with multiply hydrogen-bonded sheetlike structures [J].
Corbin, PS ;
Zimmerman, SC ;
Thiessen, PA ;
Hawryluk, NA ;
Murray, TJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (43) :10475-10488
[5]   Molecular apple peels [J].
Garric, J ;
Léger, JM ;
Huc, I .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (13) :1954-1958
[6]   Foldamers: A manifesto [J].
Gellman, SH .
ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (04) :173-180
[7]   Novel folding patterns in a family of oligoanthranilamides: Non-peptide oligomers that form extended helical secondary structures [J].
Hamuro, Y ;
Geib, SJ ;
Hamilton, AD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (44) :10587-10593
[8]   NOVEL MOLECULAR SCAFFOLDS - FORMATION OF HELICAL SECONDARY STRUCTURE IN A FAMILY OF OLIGOANTHRANILAMIDES [J].
HAMURO, Y ;
GEIB, SJ ;
HAMILTON, AD .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (04) :446-448
[9]   Highly Conducting Transmembrane Pores Formed by Aromatic Oligoamide Macrocycles [J].
Helsel, Amber Jade ;
Brown, Amy L. ;
Yamato, Kazuhiro ;
Feng, Wen ;
Yuan, Lihua ;
Clements, Aimee J. ;
Harding, Stephanie V. ;
Szabo, Gabor ;
Shao, Zhifeng ;
Gong, Bing .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (47) :15784-+
[10]   Hydrogen bonded oligohydrazide foldamers and their recognition for saccharides [J].
Hou, JL ;
Shao, XB ;
Chen, GJ ;
Zhou, YX ;
Jiang, XK ;
Li, ZT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (39) :12386-12394