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Intramolecular Six-Membered and Three-Center C-H center dot center dot center dot O Hydrogen Bonding in 1,4-Diphenyl-1,2,3-Triazoles
其他题名1,4-二苯基-1,2,3-三氮唑分子内六元环和三中心C-H...O氢键
Zhu YY(朱元元); Wang GT(王贵涛); Wang RX(王任小); Li ZT(黎占亭)
2009
发表期刊Cryst. Growth Des.
ISSN1528-7483
卷号9期号:11页码:4778-4783
摘要This paper reports the first example of the intramolecular three-center C-H center dot center dot center dot O hydrogen bonding. Nine 1,4-di(2-methoxy and/or i-butoxy)phenyl-1,2,3-triazole derivatives, that is, 1-9, are prepared. The X-ray diffraction studies reveal that 1, 2, and 4, which bear a methoxyl or i-butoxyl group on the N-1- or C-4-substituted benzene ring, form a six-membered C-H center dot center dot center dot O hydrogen bond between the C-5-H of their triazole unit and the alkoxyl O, while 5-8, which bear two methoxyl and/or i-butoxyl groups on the similar benzene rings, form two three-center C-H center dot center dot center dot O hydrogen bonds. It is also found that in most cases the hydrogen bond oil the C-4 side is shorter than that oil the N-1 side and both of them can be stabilized by the aromatic stacking and other intermolecular interactions. The (NOESY) H-1 NMR experiments in CDCl3 and CDCl3-DMSO-d(6) mixture (4: 1) support that both the six-membered and the three-center C-H center dot center dot center dot O hydrogen bonds also exist in solution.
学科领域物理有机化学
部门归属上海有机所
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收录类别SCI
语种英语
WOS记录号WOS:000271272900030
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文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/20869
专题物理有机化学研究室
通讯作者Li ZT(黎占亭)
推荐引用方式
GB/T 7714
Zhu YY,Wang GT,Wang RX,et al. Intramolecular Six-Membered and Three-Center C-H center dot center dot center dot O Hydrogen Bonding in 1,4-Diphenyl-1,2,3-Triazoles[J]. Cryst. Growth Des.,2009,9(11):4778-4783.
APA 朱元元,王贵涛,王任小,&黎占亭.(2009).Intramolecular Six-Membered and Three-Center C-H center dot center dot center dot O Hydrogen Bonding in 1,4-Diphenyl-1,2,3-Triazoles.Cryst. Growth Des.,9(11),4778-4783.
MLA 朱元元,et al."Intramolecular Six-Membered and Three-Center C-H center dot center dot center dot O Hydrogen Bonding in 1,4-Diphenyl-1,2,3-Triazoles".Cryst. Growth Des. 9.11(2009):4778-4783.
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