新型非对称四硫富瓦烯环状冠醚衍生物的合成及其对碱金属离子的响应性能  

Synthesis of Novel Asymmetric Crown-annelated Tetrathiafulvalene Derivatives and Their Responsive Properties on Alkali Metal Ions

作　　者：张睿[1] 顾晓龙[1] 纪勇[1] 许明[1] 

机构地区：[1]扬州职业大学生物与化工工程学院,江苏扬州225009

出　　处：《合成化学》2015年第12期1116-1119,共4页Chinese Journal of Synthetic Chemistry

摘　　要：在Cs OH的CH3OH/DMF溶液中,4,5-二(氰乙硫基)乙二硫撑四硫富瓦烯(1a),4,5-二(氰乙硫基)甲基乙二硫撑四硫富瓦烯(1b),4,5-二(氰乙硫基)丙二硫撑四硫富瓦烯(1c)和4,5-二(氰乙硫基)苯基四硫富瓦烯(2)分别与五(乙二醇醚)二-对甲苯磺酸盐经偶联反应合成了4个新型的非对称四硫富瓦烯环状冠醚衍生物(3a^3c和4),其结构经1H NMR,^(13)C NMR,ESI-MS和元素分析表征。用循环伏安法研究了3a^3c和4对碱金属离子(Na+,Li+,K+和Rb+)的响应性能。结果表明:2,3-二硫-(3',6',9',12'-四氧冠醚)-6,7-丙二硫代四硫富瓦烯(3c)和2,3-二硫-(3',6',9',12'-四氧冠醚)-6,7-苯基四硫富瓦烯(4)对Na+响应较明显,其△E1/21分别为30 m V和45 m V。Four new asymmetric crown-annelated tetrathiafulvalene derivatives（ 3a - 3c and 4） were synthesized by coupling reaction of 4,5-bis（ cyanoethylthio）-（ ethylenedithio） tetrathiafulvalene（ 1a）,4,5-bis（ cyanoethylthio）-methylethylene-dithiatetrathiafulvalene（ 1b）,4,5-bis（ cyanoethylthio）-propylenedithiatetrathiafulvalene（ 1c）,4,5-bis（ cyanoethylthio）-bnezodithiatetrathiafulvalene（ 2） with penta-（ ethyl-eneglycol） di-p-toluenesulfonate in solution of Cs OH and Me OH / DMF,respectively. The structures were characterized by ^1H NMR,^13 C NMR,ESI-MS and elemental analysis. Electrochemical responsive properties of 3a - 3c and 4 on alkali metal cations（ Na^＋,Li^＋,K^＋,Rb^＋） were investigated by cyclic voltammogram method. The results showed that 2,3-dithia-（ 3＇,6＇,9＇,12＇-tetraoxatetradecyl）-6,7-propylenedithiatetrathiafulvalene（ 3c） and 2,3-dithia-（ 3＇,6＇,9＇,12＇-tetraoxatetradecyl）-6,7-benzodithiatetrathiafulvalene（ 4） are responsive for Na^＋ with 30 m V and 45 m V of △E1^1 /2,respectively.

关 键 词：四硫富瓦烯 冠醚衍生物 合成 循环伏安法 金属离子响应性能 

分 类 号：O626[理学—有机化学] O621.3[理学—化学]