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meta-Substituted benzamide oligomers that complex mono-, di- and tricarboxylates: folding-induced selectivity and chirality
其他题名间位取代苯甲酰胺寡聚物对单、双、三羧酸盐的络合作用: 折叠诱导的选择性和手性
Shi ZM(施朱明); Chen SG(陈世贵); Zhao X(赵新); Jiang XK(蒋锡夔); Li ZT(黎占亭)
2011
发表期刊Org. Biomol. Chem.
ISSN1477-0520
卷号9期号:23页码:8122-8129
摘要meta-Substituted arylamide trimer, pentamer and heptamer have been prepared from simple benzene-1,3-diamine, benzene-1,3-dicarboxylic acid, and 3-aminobenzoic acid units. 2D NOESY (1)H NMR experiments reveal that these flexible oligomers form folded conformations to complex di- and tricarboxylate anions of varying sizes and shapes in DMSO of high polarity, which is driven by multiple intermolecular N-H center dot center dot center dot O=C and C-H center dot center dot center dot O=C hydrogen-bonds between the amide and aromatic hydrogens of the oligomers and the carboxylate oxygens of the anions. Generally, tricarboxylate anions display an increased binding affinity compared with the dicarboxylate anions and the complexes formed by 1,3-benzenedicarboxylate anion are more stable than those formed by 1,2- or 1,4-benzenedicarboxylate anions. Circular dichroism experiments show that chiral glutamic acid dianion can induce the oligomers to produce chiral bias, leading to the formation of chiral supramolecular complexes.
学科领域物理有机化学
部门归属中科院上海有机化学研究所
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收录类别SCI
语种英语
WOS记录号WOS:000296873900025
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被引频次:15[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/12778
专题物理有机化学研究室
通讯作者Zhao X(赵新); Li ZT(黎占亭)
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GB/T 7714
Shi ZM,Chen SG,Zhao X,et al. meta-Substituted benzamide oligomers that complex mono-, di- and tricarboxylates: folding-induced selectivity and chirality[J]. Org. Biomol. Chem.,2011,9(23):8122-8129.
APA 施朱明,陈世贵,赵新,蒋锡夔,&黎占亭.(2011).meta-Substituted benzamide oligomers that complex mono-, di- and tricarboxylates: folding-induced selectivity and chirality.Org. Biomol. Chem.,9(23),8122-8129.
MLA 施朱明,et al."meta-Substituted benzamide oligomers that complex mono-, di- and tricarboxylates: folding-induced selectivity and chirality".Org. Biomol. Chem. 9.23(2011):8122-8129.
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