Hydrogen bond-induced rigid oligoanthranilamide ribbons that are planar and straight

被引:58
作者
Wu, ZQ [1 ]
Jiang, XK [1 ]
Zhu, SZ [1 ]
Li, ZT [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
关键词
D O I
10.1021/ol036108b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A new series of oligoanthranilamides has been synthesized starting from suitably modified p-phenylenediamine and p-phthalic acid derivatives. Due to strong intramolecular three-center hydrogen bonds, the new oligomers self-assemble into highly stable straight and planar molecular ribbons, which have been characterized by X-ray crystallography and H-1 NMR, IR, and UV-vis spectroscopy.
引用
收藏
页码:229 / 232
页数:4
相关论文
共 37 条
[31]   Evolution of helical foldamers [J].
Sanford, AR ;
Gong, B .
CURRENT ORGANIC CHEMISTRY, 2003, 7 (16) :1649-1659
[32]  
SCHRODER A, 1994, TOP CURR CHEM, V172, P179
[33]   Aromatic pi-stacking in solution as revealed through the aggregation of phenylacetylene macrocycles [J].
Shetty, AS ;
Zhang, JS ;
Moore, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (05) :1019-1027
[34]  
SINNREICH J, 1980, SYNTHESIS-STUTTGART, P578
[35]   m-diethynylbenzene macrocycles:: Syntheses and self-association behavior in solution [J].
Tobe, Y ;
Utsumi, N ;
Kawabata, K ;
Nagano, A ;
Adachi, K ;
Araki, S ;
Sonoda, M ;
Hirose, K ;
Naemura, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (19) :5350-5364
[36]   A new strategy for folding oligo(m-phenylene ethynylenes) [J].
Yang, XW ;
Brown, AL ;
Furukawa, M ;
Li, SJ ;
Gardinier, WE ;
Bukowski, EJ ;
Bright, FV ;
Zheng, C ;
Zeng, XC ;
Gong, B .
CHEMICAL COMMUNICATIONS, 2003, (01) :56-57
[37]   Shape-persistent arylene ethynylene macrocycles: syntheses and supramolecular chemistry [J].
Zhao, DH ;
Moore, JS .
CHEMICAL COMMUNICATIONS, 2003, (07) :807-818