A hydrogen-bonded supramolecular meso-helix

被引:50
作者
Blay, G [1 ]
Fernández, I
Pedro, JR
Ruiz-García, R
Muñoz, MC
Cano, J
Carrasco, R
机构
[1] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Valencia, Spain
[2] Univ Politecn Valencia, Dept Fis Aplicada, E-46071 Valencia, Spain
[3] Univ Paris 11, UMR 8613, Chim Inorgan Lab, F-91405 Orsay, France
[4] Univ Paris 11, Lab Chim Bioorgan & Bioinorgan, F-91405 Orsay, France
关键词
amides; crystal engineering; density functional calculations; helical structures; hydrogen bonds;
D O I
10.1002/ejoc.200200544
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new one-dimensional hydrogen-bonded polymer with a unique meso-helical structure has been prepared from the spontaneous self-assembly in the solid-state of meta-substituted phenylene dioxamic acid diethyl ester monomers. The helical nature of this molecule and its self-complementary character, through intermolecular hydrogen bonding between oxamic acid ester functions, are the two main factors responsible for the crystalline aggregation process, as confirmed by both experimental X-ray crystallographic data and theoretical ab initio calculations. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
引用
收藏
页码:1627 / 1630
页数:4
相关论文
共 68 条
[61]   Self-assembled, helically stacked anionic aggregates of 2,5,8,11-tetra-tert-butylcycloocta[1,2,3,4-def,5,6,7,8-d′e′f′]bisbiphenylene, stabilized by electrostatic interactions [J].
Shenhar, R ;
Wang, H ;
Hoffman, RE ;
Frish, L ;
Avram, L ;
Willner, I ;
Rajca, A ;
Rabinovitz, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (17) :4685-4692
[62]   Deprotonation-induced enantioselective aggregation and deprotonation-induced ligand rearrangement of copper(II) complexes yield 1D homochiral and heterochiral chains and a cyclic tetramer, respectively [J].
Shii, Y ;
Motoda, Y ;
Matsuo, T ;
Kai, F ;
Nakashima, T ;
Tuchagues, JP ;
Matsumoto, N .
INORGANIC CHEMISTRY, 1999, 38 (15) :3513-3522
[63]  
Steiner T, 2002, ANGEW CHEM INT EDIT, V41, P48, DOI 10.1002/1521-3773(20020104)41:1<48::AID-ANIE48>3.0.CO
[64]  
2-U
[65]  
Steiner T, 2002, Angewandte Chemie, V114, P50
[66]   A novel, tunable manganese coordination system based on a flexible "spacer" unit: Noncovalent templation effects [J].
Tabellion, FM ;
Seidel, SR ;
Arif, AM ;
Stang, PJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (48) :11982-11990
[67]   Metal complexes with a chiral N4 symmetrical Schiff base.: Crystal structures of the ligand and its Cu(II) and Ni(II) "mono-helicates" [J].
Vázquez, M ;
Bermejo, MR ;
Sanmartín, J ;
García-Deibe, AM ;
Lodeiro, C ;
Mahía, J .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2002, (06) :870-877
[68]   A novel α-helix-liked metallohelicate series and their structural adjustments for the isomorphous substitution [J].
Zhang, YG ;
Li, JM ;
Chen, JH ;
Su, QB ;
Deng, W ;
Nishiura, M ;
Imamoto, T ;
Wu, XT ;
Wang, QM .
INORGANIC CHEMISTRY, 2000, 39 (11) :2330-2336