Hydrogen-bonded supramolecular solids of resorcinarenes with 4,4′-bipyridine and 1,4-bis(4-pyridyl)butadiyne

作者:Wang, Xiao-Ling; Liu, Shu-Qun; Zhang, Qian-Feng*
来源:Zeitschrift Fur Naturforschung Section B-a Journal of Chemical Sciences, 2008, 63(8): 945-953.
DOI:10.1515/znb-2008-0805

摘要

The self-assembly of the bifunctional 4,4'-bipyridine (bipy) with bowl-shaped C-iso-butyl-resorcinarene (1) under two different conditions was investigated. The 0D carcerand-like capsule complex 1 center dot 2(bipy) center dot 0.5EtOH center dot 4H(2)O (3) with four stacked bipys was formed in 95 % ethanol solution. The 2D wave-like layered sheet complex 1.2(bipy) center dot CH3CN center dot 2H(2)O (4) constructed by bipy bridging ID wave-like ribbons with hydrogen-bonded planar hexagonal rings was obtained from a wet acetonitrile solution. The multicomponent complexes 2 center dot 2(bpb) center dot MeCN (5) and 1 center dot (bpb) center dot 2MeOH (6) formed from self-assembly of 1,4-bis(4-pyridyl)butadiyne (bpb) with C-methyl-resorcinarene (2) in acetonitrile and 1 in methanol, respectively. The structure of 5 reveals four symmetrical intermolecular O-H center dot center dot center dot N hydrogen bonds between 2 and bpb with two slightly distorted pyridine molecules, forming a wave-like chain polymer. A large extended cavity is built up to give a multicomponent molecular host which is filled with a solvent- and self-inclusion molecule as guests. The structure of 6 exhibits a pair of resorcinarene molecules side-connected to each other by two intermolecular O-H center dot center dot center dot O hydrogen bonds to form a ID wave-like tape, which is further bridged by bpb with two perpendicular pyridines to form a 2D sheet.