摘要
在甲醇溶液中,卡巴肼、(4-二乙氨基)水杨醛和二乙酸二丁基锡"一锅法"反应,合成了一个新颖的基于双(4-二乙氨基水杨醛)缩偶氮二甲酰肼(L)的七配位有机锡配合物[Sn(L)(n-butyl)_2]n(T)。经元素分析、IR、(1H,119Sn,13C)NMR和X射线衍射晶体结构表征,T的晶体属单斜晶系C2/c空间群,中心锡周围由双(4-二乙氨基水杨醛)缩偶氮二甲酰肼的O,N配位原子占据赤道位置和2个丁基占据顶端位置形成畸变五角双锥构型。通过烯醇式氧原子的桥联配位作用,T向一维带状无限扩展产生"竹筏状"超分子结构。配合物T在二甲基甲酰胺、四氢呋喃、乙醇、甲醇和甲苯有机溶剂及其有机溶剂-水混合物中具有强荧光发射峰,当含水量的体积分数在0~10%(V/V)时具有良好的聚集荧光增强效应,含水量大于10%(V/V)时发生荧光淬灭。
A novel seven-coordinated organotin complex [Sn(L)(n-butyl)2]n(T) based on bis(4-(diethylamino)salicylaldehyde) azodicarbonhydrazide(L) has been prepared by a one-pot reaction of carbohydrazide,4-(diethylamino) salicylaldehyde and dibutyltin diacetate in methanol environments. The complex has been structurally characterized by elemental analysis, IR,(1H,13 C,119Sn) NMR spectra. The crystal of T belongs to monoclinic system and C2/c space group. The coordination around tin is distorted pentagonal bipyramid configuration by O, N atoms of L in the equatorial positions and the two butyl at the apices. A supramolecular structure of one-dimensional bands with a bamboo-row-like framework is formed by the bridging coordination of enol oxygen atoms. The complex had strong fluorescence emission in organic solvents, dimethyl formamide,tetrahydrofuran, ethanol, methanol and toluene, and in mixed solvents of organic solvent and water. When the volume fraction of water content is between 0 and 10%(V/V), the aggregation induced enhancement effect(AIEE)was good, and fluorescence quenching occured when the water content was more than 10%(V/V).
引文
[1] Hihara T, Okada Y, Morita Z. Dyes Pigm., 2007,73(2):141-161
[2] Hoshino M, Uchida E, Norikane Y, et al. J. Am. Chem. Soc.,2014,136(25):9158-9164
[3] Smaniotto A, Mezalira D Z, Zapp E, et al. Microchem. J.,2017,133:510-517
[4] Cesare N D, Lakowicz J R. Org. Lett., 2001,3(24):3891-3893
[5] Kofie W, Amengor C D, Orman E. Int. Res. J. Pure Appl.Chem., 2016,10(4):1-12
[6] Kim S Y, Yoon T U, Kang J H, et al. ACS Appl. Mater.Interfaces, 2018,10(32):27521-27530
[7] Yang Y, Hughes R P, Aprahamian I. J. Am. Chem. Soc., 2012,134(37):15221-15224
[8] Shridhar A H, Keshavayya J, Hoskeri J H. Int. J. Pharm.Pharm. Sci., 2012,4(2):386-390
[9] Aljamali N M. Biochem. Anal. Biochem., 2015,4(2):1-4
[10]WU Gui-An(吴桂安). Thesis for the Master of Beijing University of Chemical Technology(北京化工大学硕士论文). 2010.
[11]Anitha C, Sumathi S, Tharmaraj P, et al. Int. J. Inorg. Chem.,2011:1-8
[12]WU Shou-Quna(巫受群), LI Xiao-Qin(李小琴), MENG Jiao(孟娇), et al. Chin. J. Org. Chem.(有机化学), 2018,38:1447-1453
[13]Masoud M S, Soayed A A, Aliae A E, et al. J. Coord. Chem.,2003,56(8):725-742
[14]Sheldrick G M. SHELXTL, Ver.5.03, Siemens Analytical Xray Division, Madison, Wisconsin, USA, 1994.
[15]YANG Chun-Lin(杨春林), FENG Yong-Lan(冯泳兰),ZHANG Fu-Xing(张复兴), et al. Chinese J. Inorg. Chem.(无机化学学报), 2017,33(8):1397-1402
[16]FANG Xiao-Niu(方小牛), DAI Mei-Zhen(戴美珍), LI XiaoHong(李晓红), et al. Chemical Research and Application(化学研究与应用), 2009,21(5):680-684
[17]Li T, Liu L J, Yin Z M. Chin. J. Struct. Chem., 2017,36(1):47-52
[18]Yin H D, Li J, Hong M, et al. J. Mol. Struct., 2011,985:261-269
[19]Chandrasekhar V, Thirumoorthi R, Metre R K, et al. J.Organomet. Chem., 2011,696:600-606
[20]Ruan B, Tian Y, Zhou H, et al. Inorg. Chim. Acta, 2011,365:302-308
[21]Xiao X, Du D, Tian M, et al. J. Organomet. Chem., 2012,715:54-63
[22]Tang W X, Xiang Y, Tong A J. J. Org. Chem., 2009,74:2163-2166
[23]WU Qun-Yan(吴群燕), PENG Qian(彭谦), ZHANG Tian(张天), et al. Sci. Sin.:Chim.(中国科学:化学), 2013,43(9):1078-1089
[24]Frisch M J, Trucks G W, Schlegel H B, et al. Gaussian03,Revision B.03, Gaussian, Inc., Pittsburgh, PA, 2003.
[25]PAN Ling-Xiang(潘凌翔), LUO Wen-Wen(罗文文), CHEN Ming(陈明), et al. Chin. J. Org. Chem.(有机化学), 2016,36:1316-1324
[26]CHEN Wen-Tong(陈文通). Chinese J. Inorg. Chem.(无机化学学报), 2013,29(11):2455-2459