|
|
Synthesis of Novel Asymmetric Crown-annelated Tetrathiafulvalene Derivatives and Their Responsive Properties on Alkali Metal Ions |
ZHANG Rui, GU Xiao-long, JI Yong, XU Ming |
School of Biological and Chemical Engineering, Yangzhou Polytechnic College, Yangzhou 225009, China |
|
|
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.
|
Received: 26 December 2014
|
|
|
|
|
|
|