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Hydrogen Bonding-Driven Highly Stable Homoduplexes Formed by Benzene/Naphthalene Amide Oligomers
Alternative Title氢键驱动构筑高度稳定的苯和萘酰胺寡聚体同双股结构
Xu YX(徐云详)1; Zhan TG(占田广)1; Zhao X(赵新)1; Li ZT(黎占亭)1
2014
Source PublicationOrg. Chem. Front.
Volume1Pages:73-78
AbstractThis paper describes the dimerization of aromatic amide oligomers in chloroform. The oligomers were prepared by step-by-step coupling of benzene-m-dicarboxylic acid and naphthalene-2,7-diamine. Triethylene glycol chains were introduced into the 5-position of the benzene rings to provide solubility in organic solvents. 1H NMR investigations revealed that, although shorter oligomers did not exhibit good dimerization ability, longer oligomers with five or more amide units could form stable homoduplexes which were stabilized by intermolecular multiple N–H?OvC hydrogen bonds. The association constants (Ka) of the 3-, 4- and 5-mer oligomers were determined using 1H NMR dilution experiments, while the Ka values of a 5-mer oligomer and a 7-mer oligomer, which were appended with two or one pyrene unit, were also evaluated using fluorescent dilution experiments. The results showed that the stability of the homoduplexes of the aromatic amide oligomers is nearly linearly related to the number of their amide units, and a Ka of 3.0 × 107 M?1 was determined for the 7-mer oligomer.
Subject Area物理有机化学
DOI10.1039/c3qo00032j
URL查看原文
Language英语
Citation statistics
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39145
Collection物理有机化学研究室
Corresponding AuthorZhao X(赵新); Li ZT(黎占亭)
Affiliation1.中科院上海有机化学研究所
2.复旦大学
Recommended Citation
GB/T 7714
Xu YX,Zhan TG,Zhao X,et al. Hydrogen Bonding-Driven Highly Stable Homoduplexes Formed by Benzene/Naphthalene Amide Oligomers[J]. Org. Chem. Front.,2014,1:73-78.
APA 徐云详,占田广,赵新,&黎占亭.(2014).Hydrogen Bonding-Driven Highly Stable Homoduplexes Formed by Benzene/Naphthalene Amide Oligomers.Org. Chem. Front.,1,73-78.
MLA 徐云详,et al."Hydrogen Bonding-Driven Highly Stable Homoduplexes Formed by Benzene/Naphthalene Amide Oligomers".Org. Chem. Front. 1(2014):73-78.
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