Functionalised tetrathiafulvalene- (TTF-) macrocycles: recent trends in applied supramolecular chemistry

被引:99
作者
Jana, Atanu [1 ]
Bahring, Steffen [2 ]
Ishida, Masatoshi [3 ,4 ]
Goeb, Sebastien [5 ]
Canevet, David [5 ]
Salle, Marc [5 ]
Jeppesen, Jan O. [2 ]
Sessler, Jonathan L. [1 ,6 ]
机构
[1] Shanghai Univ, Inst Supramol Chem & Catalysis, Shanghai 200444, Peoples R China
[2] Univ Southern Denmark, Dept Phys Chem & Pharm, Campusvej 55, DK-5230 Odense M, Denmark
[3] Kyushu Univ, Grad Sch Engn, Dept Chem & Biochem, Fukuoka, Fukuoka 8190395, Japan
[4] Kyushu Univ, Ctr Mol Syst, Fukuoka, Fukuoka 8190395, Japan
[5] Univ Angers, CNRS, UMR 6200, Lab MOLTECH Anjou, 2 Bd Lavoisier, F-49045 Angers, France
[6] Univ Texas Austin, Dept Chem, Austin, TX 78712 USA
基金
美国国家科学基金会;
关键词
PI-ELECTRON DONORS; METAL-ORGANIC FRAMEWORK; MOLECULAR RECOGNITION; BUILDING-BLOCKS; CHARGE-TRANSFER; CROWN-ETHER; 9,10-BIS(1,3-DITHIOL-2-YLIDENE)-9,10-DIHYDROANTHRACENE DERIVATIVES; ELECTROCHEMICAL PROPERTIES; MAGNETIC-PROPERTIES; COORDINATION CAGES;
D O I
10.1039/c8cs00035b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Tetrathiafulvalene (TTF) has been extensively explored as a p-electron donor in supramolecular systems. Over the last two decades substantial advances have been made in terms of constructing elaborate architectures based on TTF and in exploiting the resulting systems in the context of supramolecular host-guest recognition. The inherent electron-donating character of TTF derivatives has led to their use in the construction of highly efficient optoelectronic materials, optical sensors, and electron-transfer ensembles. TTFs are also promising candidates for the development of the so-called "functional materials'' that might see use in a range of modern technological applications. Novel synthetic strategies, coupled with the versatility inherent within the TTF moiety, are now allowing the architecture of TTF-based systems to be tuned precisely and modified for use in specific purposes. In this critical review, we provide a "state-of-the-art'' overview of research involving TTF-based macrocyclic systems with a focus on their use in supramolecular host-guest recognition, as components in non-covalent electron transfer systems, and in the construction of "molecular machines''.
引用
收藏
页码:5614 / 5645
页数:32
相关论文
共 156 条
[51]   Very Strong Binding for a Neutral Calix[4]pyrrole Receptor Displaying Positive Allosteric Binding [J].
Duedal, Troels ;
Nielsen, Kent A. ;
Olsen, Gunnar ;
Rasmussen, Charlotte B. G. ;
Kongsted, Jacob ;
Levillain, Eric ;
Breton, Tony ;
Miyazaki, Eigo ;
Takimiya, Kazuo ;
Bahring, Steffen ;
Jeppesen, Jan O. .
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (04) :2123-2128
[52]   Calix[4]arenes with 1,2-and 1,3-upper rim tetrathiafulvalene bridges [J].
Dueker, Matthias H. ;
Kutter, Felix ;
Duelcks, Thomas ;
Azov, Vladimir A. .
SUPRAMOLECULAR CHEMISTRY, 2014, 26 (7-8) :552-560
[53]   Rationally Designed Calix[4]arene-Pyrrolotetrathiafulvalene Receptors for Electron-Deficient Neutral Guests [J].
Dueker, Matthias H. ;
Schaefer, Hannes ;
Zeller, Matthias ;
Azov, Vladimir A. .
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (10) :4905-4912
[54]   Upper rim tetrathiafulvalene-bridged calix[4]arenes [J].
Dueker, Matthias H. ;
Gomez, Rafael ;
Velde, Christophe M. L. Vande ;
Azov, Vladimir A. .
TETRAHEDRON LETTERS, 2011, 52 (22) :2881-2884
[55]   Synthesis strategies and chemistry of nonsymmetrically substituted tetrachalcogenafulvalenes [J].
Fabre, JM .
CHEMICAL REVIEWS, 2004, 104 (11) :5133-5150
[56]   Covalent organic frameworks [J].
Feng, Xiao ;
Ding, Xuesong ;
Jiang, Donglin .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (18) :6010-6022
[57]   ELECTRON-TRANSFER IN A NEW HIGHLY CONDUCTING DONOR-ACCEPTOR COMPLEX [J].
FERRARIS, J ;
WALATKA, V ;
PERLSTEI.JH ;
COWAN, DO .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (03) :948-949
[58]   New Insights into the Factors That Govern the Square/Triangle Equilibria of Pd(II) and Pt(II) Supramolecules. Unexpected Participation of a Mononuclear Species in the Equilibrium [J].
Ferrer, Montserrat ;
Pedrosa, Albert ;
Rodriguez, Laura ;
Rossell, Oriol ;
Vilaseca, Marta .
INORGANIC CHEMISTRY, 2010, 49 (20) :9438-9449
[59]   Mechanical Bonds and Topological Effects in Radical Dimer Stabilization [J].
Frasconi, Marco ;
Kikuchi, Takashi ;
Cao, Dennis ;
Wu, Yilei ;
Liu, Wei-Guang ;
Dyar, Scott M. ;
Barin, Gokhan ;
Sarjeant, Amy A. ;
Stern, Charlotte L. ;
Carmieli, Raanan ;
Wang, Cheng ;
Wasielewski, Michael R. ;
Goddard, William A., III ;
Stoddart, J. Fraser .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (31) :11011-11026
[60]   Tetrathiafulvalene (TTF)-bridged resorcin[4]arene cavitands: Towards new electrochemical molecular switches [J].
Frei, Markus ;
Diederich, Francois ;
Tremont, Rolando ;
Rodriguez, Tanya ;
Echegoyen, Luis .
HELVETICA CHIMICA ACTA, 2006, 89 (09) :2040-2057