Abstract: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 CsOH and MeOH/DMF, respectively. The structures were characterized by 1H NMR, 13C 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 mV and 45 mV of △E1/21, respectively.
张睿, 顾晓龙, 纪勇, 许明. 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[J]. 合成化学, 2015, 23(12): 1116-1119.
ZHANG Rui, GU Xiao-long, JI Yong, XU Ming. Synthesis of Novel Asymmetric Crown-annelated Tetrathiafulvalene Derivatives and Their Responsive Properties on Alkali Metal Ions. Chinese Journal of Synthetic Chemistry, 2015, 23(12): 1116-1119.