Guest-size determining the selective binding modes of cucurbit[8]uril, electron-rich guests and N-alkyl-N′-methyl-4,4′-bipyridinium

被引:4
|
作者
Jiang, Song [1 ]
Yang, Xiaona [1 ]
Yang, Chunxue [1 ]
Tong, Mingqiong [1 ]
Zou, Dapeng [1 ]
Wu, Yangjie [1 ]
机构
[1] Zhengzhou Univ, Coll Chem & Mol Engn, Zhengzhou 450052, Henan, Peoples R China
关键词
Cucurbit[8]uril; Viologen derivatives; Self-assembly; Charge transfer; Supramolecular chemistry; U-SHAPED CONFORMATION; CHARGE-TRANSFER COMPLEX; HOST; CUCURBITURIL; INCLUSION;
D O I
10.1016/j.tetlet.2012.12.120
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The supramolecular self-assembly in aqueous solution of N-alkyl-N'-methyl-4,4'-bipyridinium ([CmMV](2+)) (m = 4, 5, 7, 12), 1,4-dihydroxybenzene (HB), and 2,6-dihydroxynaphthalene (HN) with cucurbit[8]uril (CB[8]) was investigated with H-1 NMR, NOESY, ESI-MS, and UV-vis spectroscopy. It has been reported that these three compounds ([CmMV](2+) (m = 12), HN and CB[8]) can form 1:1:1 inclusion complex with the C12 alkyl chain of [C12MV](2+) being present outside the cavity. Here we report that [CmMV](2+) (m >= 5) HB, and CB[8] can form a new supramolecular self-assembly binding mode with the alkyl chain being present inside the cavity. (c) 2013 Elsevier Ltd. All rights reserved.
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页码:1638 / 1644
页数:7
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