香豆素衍生物的合成及结构表征  

Synthesis and Structure Characterization of Coumarin Derivatives

作　　者：孙一峰[1] 马世营[1] 张东娣[2] 程学礼[1] 

机构地区：[1]泰山学院化学系,山东泰安271021 [2]河南大学药学院,河南开封475002

出　　处：《影像科学与光化学》2008年第5期393-402,共10页Imaging Science and Photochemistry

基　　金：泰山学院科研基金资助项目(Y04-2-02)

摘　　要：合成了11个香豆素衍生物,产率53%—79%,利用元素分析、MS和1HNMR对其结构进行了表征.同时,由2-氨基苯并噻唑(ABT)和8-甲氧基香豆素-3-甲酸乙酯(MCC)合成了给体-受体加合物ABT-MCC,通过X射线单晶衍射法测定了其晶体结构,晶体属三斜晶系,P空间群,晶胞参数为:a=9.5978(19),b=10.686(2),c=10.693(2),α=71.30(3)°,β=70.43(3)°,γ=88.99(3)°,V=973.9(3)3,Z=2,Dx=1.359 mg/m3,μ=0.200 mm-1,F(000)=416,R=0.0463,wR=0.0992.结果表明,在ABT-MCC晶体中,分子间通过N—H…N和N—H…O氢键作用形成对称的A…D…D′…A′氢键四聚体,并通过弱的C—H…O氢键连接成为一维超分子链状结构,进而分子间通过π-π堆积作用形成层状结构.Eleven new coumarin derivatives were prepared in 53 % to 79 % yields. The structures of the title compounds were characterized by elemental analysis, 1HNMR and MS. The crystal struc- ture of donor-acceptor complex ABT-MCC derived from 2-amino-1, 3-benzothiazole （ABT） and ethyl 8-mthoxycoumarin-3-carboxylate （MCC） was determined by X-ray diffraction analysis. The crystal of ABT-MCC belongs to the triclinie system, space group P1, cell parameters： a=9.5978（19）,b=10.686（2）,c=10.693（2）,α=71.30（3）°,β=70.43（3）°,γ=88.99（3）°,V=973.9（3）3,Z=2,Dx=1.359 mg/m^3,μ=0.200 mm-1,F（000）=416,R=0.0463,wR=0.0992. X-ray diffraction reveals that the complex shows the A…D…D＇…A＇ H-bonded tetramer. The molecules are connected via intermolecular hydrogen bonds into a one-dimensional chain structure, and are further assembled to form a layer structure via the π-π stacking.

关 键 词：香豆素衍生物 2-氨基苯并噻唑 给体-受体加合物 晶体结构 

分 类 号：O621.3[理学—有机化学]