以2-噻吩甲酸乙酯、水合肼和对醛基苯甲酸为原料合成了对羧基苯甲醛缩-2-噻吩甲酰腙.通过元素分析、IR、UV和X射线单晶衍射对化合物结构进行了表征.晶体中化合物分子间由弱的N—H…O、O—H…O氢键作用形成三维网状结构.分子中噻吩环平面和苯环平面之间的夹角为14.9°.发光性质显示,化合物在396 nm处有强的紫外发射峰(激发波长为286 nm).热分析表明,化合物在298℃下比较稳定.依据晶体结构数据使用Gaussian 03W程序对化合物进行了量子化学计算,分析了化合物分子轨道能量、原子净电荷布居和成键特征,分析了化合物分子反应活性、选择性和稳定性.计算的分子键长、键角与X射线衍射晶体结构数据基本符合,其差值证实晶体中分子间存在氢键,化合物中的羰基是主要的活性中心.
参考文献
| [1] | CHEN Qiong,LONG Deqing,CHENG Jing,et al.Synthesis and Biological Activity of 5,7-Dimethyl-1,2,4-triazolo[1,5-a]pyrimidine-2-oxoacetohydrazone Derivatives[J].Chem J Chinese Uinv,2006,27 (3):454-459 (in Chinese).陈琼,龙德清,程靖,等.5,7-二甲基-1,2,4-三唑并[1,5-a]嘧啶-2-氧乙酰腙类衍生物的合成与生物活性[J].高等学校化学学报,2006,27(3):454-459. |
| [2] | WEI Taibao,LI Manlin,LIN Qi,et al.Microwave Assisted Synthesis and Crystal Structure of Arylaldehyde-N-(1-phenyl-1H-tetrazole-5-yl) thiol Acetyl Hydrazones[J].Chinese J Org Chem,2006,26(4):477-481 (in Chinese).魏太保,李满林,林奇,等.芳醛-N-(1-苯基-1H-四唑-5-巯基)乙酰腙的微波合成及其晶体结构[J].有机化学,2006,26(4):477-481. |
| [3] | WEI Taibao,LENG Yanli,WANG Yongcheng,et al.Biology Activity and Quantum Chemical Calculation of p-Toluene Sulfonylamido Acetacylhydrazone Derivatives[J].Chinese J Org Chem,2009,29 (2):216-221 (in Chinese).魏太保,冷艳丽,王永成,等.对甲苯磺酰胺基乙酰腙类化合物的生物活性及其量子化学计算[J].有机化学,2009,29(2):216-221. |
| [4] | YANG Jianguo,PAN Fuyou,LI Junmin.Synthesis,Characterization,Crystal Structure and Antibacterial Activities of Copper(Ⅱ) Complex with 2'-(2-Thienylidene)-Hydroxybenzoylhydrazide[J].Chinese J Inorg Chem,2005,21 (10):1593-1596(in Chinese).杨健国,潘富友,李钧敏.Cu(Ⅱ)-2'-(2-噻吩亚甲基)水杨酰腙Schiff碱配合物的合成、表征、晶体结构及抑菌活性研究[J].无机化学学报,2005,21(1 0):1593-1596. |
| [5] | LIANG Bei,LIU Xiangrong,ZHANG Penghui.Synthesis and Properties of o-Carboxybenzaldehyde Salicyloylhydrazone[J].Chinese J Org Chem,2010,30 (10):1580-1583 (in Chinese).梁蓓,刘向荣,张鹏辉.邻羧基苯甲醛水杨酰腙的合成及性质研究[J].有机化学,2010,30(10):1580-1583. |
| [6] | LIU Guoxiang.Syntheses,Crystal Structure and Nolinear Optical Properties of N-(2-Thienylcarboxyl)-acylhydrazide Derivatives and It's Complexes[D].Quanzhou:HuaQiao University,2007 (in Chinese).刘国祥.噻吩酰肼衍生物及其配合物的合成、晶体结构与非线性光学性质研究[D].泉州:华侨大学,2007. |
| [7] | Sheldrick G M.SHELXS97 and SHELXL97.G(o)ttingen:University of G~ttingen,1997:253. |
| [8] | Frisch E,Frisch M J,Truck G W.Guassian 03 User's Reference.Carnegie:Gaussian,2003:73-78. |
| [9] | Foresman J B,Frisch E.Exploring Chemistry with Electronic Structure Methods.Second Edition.Pittsburgh:Gaussian,Inc.,1996:272-275. |
| [10] | GAO Rong,MA Haixia,YAN Biao,et al.Structure-Property Investigation on TDNAZ.HNO3 and DNAZ.HCl[J].Chem J Chinese Univ,2009,30 (2):577-582(in Chinese).高蓉,马海霞,严彪,等.TDNAZ·HNO3和DNAZ·HCl的结构及性能[J].高等学校化学学报,2009,30(2):577-582. |
| [11] | Zhang J,Zhang T L,Yang L,et al.Preparation,Crystal Structure and Thermal Decomposition Character of[Ni(CHZ) 3]SO4 ·3H2O[J].Acta Phys Chim Sin,2008,24(5):760-766. |
| [12] | Albayrak C,Kastas G,Odabaso(g)lu M,et al.Probing the Compound (E)-2-[(4-Bromophenylimino) methyl]-6-ethoxyphenol Mainly from the Point of Tautomerism in Solvent Media and the Solid State by Experimental and Computational Methods[J].J Mol Struct,2011,1000:162-170. |
| [13] | Naskar S,Naskar S,Butcher R J,et al.Synthesis,X-ray Crystal Structures and Spectroscopic Properties of Two Ni(Ⅱ)Complexes of Pyridoxal Schiff's Bases with Diamines:Importance of Steric Factor in Stabilization of Water Helices in the Lattices of Metal Complex[J].Inorg Chim Acta,2010,363:404-411. |
| [14] | Shen X Q,Li Z J,Zhang H Y,et al.Mechanism and Kinetics of Thermal Decomposition of 5-Benzylsulfanyl-2-amino-1,3,4-thiadiazole[J].Thermochim Acta,2005,428(1.2):77-81. |
| [15] | KUANG Daizhi,FENG Yonglan,XU Jinsheng,et al.Study on Electronic Structure of Metallocene[(eat5-C5H4R)Mo(CO)3]2 (R:SiMe3,Si2 Me5)[J].Chinese J Chem Phys,2003,l6 (1):59-63 (in Chinese).邝代治,冯泳兰,许金生,等.茂金属配合物[(eat5-C5H4R)Mo(CO)3]2(R:SiMe3,Si2Me5)的电子结构研究[J].化学物理学报,2003,16(1):59-63. |
| [16] | Tanak H,K(o) ysal Y,(U)nver Y,et al.Experimental and DFT Studies of Ethyl N'-3-(1H-imidazol-l-yl) Propylcarbamoyl Benzohydrazonate Monohydrate[J].Struct Chem,2009,20:409-416. |
| [17] | QIAN Baohua,MA Weixing,LU Lude,et al.Synthesis,Characterization,Crystal Structure and Quantum Chemistry Calculation of an Arenedisulfonate Bridged Zn(Ⅱ) Coordination Polymer[J].Acta Phys-Chim Sin,2010,26(3):610-616(in Chinese).钱保华,马卫兴,陆路德,等.芳香二磺酸根桥联的锌配位聚合物的合成、表征、晶体结构及量子化学计算[J].物理化学学报,2010,26(3):610-616. |
| [18] | JU Hong,LI Yan.Corrosion Inhibition and Quantum Chemistry Studies of Hot Dip Galvanized Steels in Diluted HC1 Solutions[J].Chinese J Nonferr Met,2007,17(12):2079-2088(in Chinese).鞠虹,李焰.热镀锌钢材在稀盐酸中的缓蚀和量子化学研究[J].中国有色金属学报,2007,17(12):2079-2088. |
| [19] | Demir S,Dincer M,Korkusuz E,et al.An Experimental and Theoretical Approach to Molecular Structure of 4-Benzoyl-5-phenyl-1-p-methoxyphenyl-lH-pyrazole-3-carboxylic Acid Methanol Solvate[J].J Mol Struct,2010,980:1-6. |
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