Tetrathiafulvalene (TTF) derivatives: key building-blocks for switchable processes

被引:525
作者
Canevet, David [2 ]
Salle, Marc [2 ]
Zhang, Guanxin [1 ]
Zhang, Deqing [1 ]
Zhu, Daoben [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, Organ Solids Lab, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
[2] Univ Angers, CNRS, CIMA UMR 6200, UFR Sci, F-49045 Angers, France
关键词
INTRAMOLECULAR ELECTRON-TRANSFER; REDOX-ACTIVE LIGANDS; SELF-ASSEMBLED MONOLAYERS; CHARGE-TRANSFER; CROWN-ETHER; METAL-ION; ANTHRACENE DYAD; SUBSTITUTED TETRATHIAFULVALENE; ANION RECOGNITION; INCORPORATING TETRATHIAFULVALENE;
D O I
10.1039/b818607n
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Besides a traditional use for the development of organic conducting materials, the tetrathiafulvalene (TTF) unit and its derivatives have recently appeared as key constituents for new applications, exploiting remarkable redox properties: a high p-donating ability and occurrence of three stable redox states. Indeed, in very recent years, an impressive variety of switchable TTF-based molecular and supramolecular (multifunctional) architectures have been designed and synthesized. In this feature article, we discuss recent developments of TTF-based molecular and supramolecular systems in this respect, including molecular sensors, redox. uorescent switches, multi-input systems for logic gates, electrochemically-driven conformational controls, molecular clips and tweezers, and redox-controlled gelation processes.
引用
收藏
页码:2245 / 2269
页数:25
相关论文
共 188 条
[21]   TTF-modified DNA [J].
Bouquin, Nicolas ;
Malinovskii, Vladimir L. ;
Guegano, Xavier ;
Liu, Shi-Xia ;
Decurtins, Silvio ;
Haener, Robert .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (19) :5732-5736
[22]   An investigation of the role of the disparate redox states of the tetrathiafulvalene unit in modulating hydrogen bonding interactions in solution [J].
Boyd, ASF ;
Cooke, G ;
Duclairoir, FMA ;
Rotello, VM .
TETRAHEDRON LETTERS, 2003, 44 (02) :303-306
[23]  
Bryce MR, 2001, EUR J ORG CHEM, V2001, P933, DOI 10.1002/1099-0690(200103)2001:5<933::AID-EJOC933>3.0.CO
[24]  
2-A
[25]   Functionalised tetrathiafulvalenes:: new applications as versatile π-electron systems in materials chemistry [J].
Bryce, MR .
JOURNAL OF MATERIALS CHEMISTRY, 2000, 10 (03) :589-598
[26]   Integrated electrochemical gluconic acid biosensor based on self-assembled monolayer-modified gold electrodes.: Application to the analysis of gluconic acid in musts and wines [J].
Campuzano, S. ;
Gamella, M. ;
Serra, B. ;
Reviejo, A. J. ;
Pingarron, J. M. .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2007, 55 (06) :2109-2114
[27]   Folded and open structures of a new bis-TTF derivative, as viewed from inter- and intra-molecular interactions [J].
Cao, LH ;
Zhang, Y ;
Dai, J ;
Lin, HH ;
Lu, W ;
Guo, WJ .
JOURNAL OF MOLECULAR STRUCTURE, 2005, 737 (2-3) :153-157
[28]   A switchable macrocycle-clip complex that functions as a NOR logic gate [J].
Cheng, PN ;
Chiang, PT ;
Chiu, SH .
CHEMICAL COMMUNICATIONS, 2005, (10) :1285-1287
[29]   A macrocycle/molecular-clip complex that functions as a quadruply controllable molecular switch [J].
Chiang, PT ;
Cheng, PN ;
Lin, CF ;
Liu, YH ;
Lai, CC ;
Peng, SM ;
Chiu, SH .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (03) :865-876
[30]   Ground-state equilibrium thermodynamics and switching kinetics of bistable [2]rotaxanes switched in solution, polymer gels, and molecular electronic devices [J].
Choi, JW ;
Flood, AH ;
Steuerman, DW ;
Nygaard, S ;
Braunschweig, AB ;
Moonen, NNP ;
Laursen, BW ;
Luo, Y ;
DeIonno, E ;
Peters, AJ ;
Jeppesen, JO ;
Xu, K ;
Stoddart, JF ;
Heath, JR .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (01) :261-279