Self-assembly of 1-and 2-dimensional multicompartmental arrays via the 2-aminopyrimidine H-bonding motif and selective guest inclusion

被引:31
作者
Krische, MJ
Lehn, JM
Kyritsakas, N
Fischer, J
Wegelius, EK
Rissanen, K
机构
[1] Univ Strasbourg, ISIS, CNRS, ESA 7006,Lab Chim Supramol, F-67000 Strasbourg, France
[2] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
[3] Univ Strasbourg, Cristallochim Lab, CNRS, UMR 75,Inst Bel, F-67000 Strasbourg, France
[4] Univ Jyvaskyla, Dept Chem, FIN-40351 Jyvaskyla, Finland
关键词
hydrogen bonding; self-assembly; crystal engineering; pi-complex; organic zeolite;
D O I
10.1016/S0040-4020(00)00489-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The H-bond mediated self-assembly of aminopyrimidine substituted anthracene derivatives 4 and 5, respectively, generate 1- and 2-dimensional multicompartmental arrays in the solid state as revealed by X-ray crystallographic analysis. The derived 'pigeon-hole' lattice is defined by syn-coplanar positioning of anthracene moieties at a distance of ca. 7 Angstrom, allowing the formation of selective clathrate-type inclusion entities with guests of appropriate shape and size, in particular phenazine, which presents both structural and interactional complementarity. These data provide insight into the interplay of the different Structural and interactional features of the molecular components to the controlled generation of electron donor-acceptor (EDA) and charge transfer arrays directed toward the design of functional supramolecular materials. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6701 / 6706
页数:6
相关论文
共 74 条
[1]   Three polymorphs of 2-amino-5-nitropyrimidine:: Experimental structures and theoretical predictions [J].
Aakeröy, CB ;
Nieuwenhuyzen, M ;
Price, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (35) :8986-8993
[2]   STUDY OF INTRAMOLECULAR ENERGY-TRANSFER IN CONFORMATIONALLY RIGID MOLECULES WITH STEREOISOMERICALLY ORIENTED DONOR AND ACCEPTOR GROUPS [J].
AMREIN, W ;
SCHAFFNER, K .
HELVETICA CHIMICA ACTA, 1975, 58 (02) :397-415
[3]  
[Anonymous], POLYMORPHISM
[4]  
Aoyama Y, 1998, TOP CURR CHEM, V198, P131
[5]  
BALABAN TS, UNPUB
[6]  
BENT H, 1988, CHEM REV, V88, P899
[7]   STRUCTURAL CHEMISTRY OF DONOR-ACCEPTOR INTERACTIONS [J].
BENT, HA .
CHEMICAL REVIEWS, 1968, 68 (05) :587-&
[8]   PATTERNS IN HYDROGEN BONDING - FUNCTIONALITY AND GRAPH SET ANALYSIS IN CRYSTALS [J].
BERNSTEIN, J ;
DAVIS, RE ;
SHIMONI, L ;
CHANG, NL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (15) :1555-1573
[9]  
BERNSTEIN J, 1995, ANGEW CHEM, V107, P1687
[10]   FROM MOLECULE TO MOLECULAR AGGREGATION - CLUSTERS AND CRYSTALS OF CLUSTERS [J].
BRAGA, D ;
GREPIONI, F .
ACCOUNTS OF CHEMICAL RESEARCH, 1994, 27 (02) :51-56