Persulfurated aromatic compounds

被引:86
作者
Gingras, M [1 ]
Raimundo, JM [1 ]
Chabre, YM [1 ]
机构
[1] Univ Nice, Chem Lab Organ & Metall Mat, Fac Sci, F-06108 Nice 2, France
关键词
arenes; aromatic substitution; organic conductors; sulfuration; supramolecular chemistry;
D O I
10.1002/anie.200500032
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Persulfurated arenes have been known for about 50 years but they were underexploited in chemistry in spite of facile, mild, and high-yielding syntheses. Their properties (redox potentials, UV/Vis absorption, conductivity, nonlinear optical properties, etc.) are mainly due to the aromaticity of the ring with sp2-hybridized carbon atoms and to the electronic contribution from numerous divalent sulfur ligands, which also stabilize negative or positive charges. The characteristic conformational patterns of the sulfur ligands often facilitate preorganization in supramolecular assemblies, with or without thiophilic metal cations, for designing redox sensors, ion-selective membranes, clathrates, organic conductors, nonlinear optical materials, liquid crystals, coordination polymers, and bioinorganic systems. A new class of supramolecules with various molecular shapes such as asterisks, chains, wheels, and windmills were reported. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1686 / 1712
页数:27
相关论文
共 234 条
[1]   FAST PHOTOCONDUCTION IN THE HIGHLY ORDERED COLUMNAR PHASE OF A DISCOTIC LIQUID-CRYSTAL [J].
ADAM, D ;
SCHUHMACHER, P ;
SIMMERER, J ;
HAUSSLING, L ;
SIEMENSMEYER, K ;
ETZBACH, KH ;
RINGSDORF, H ;
HAARER, D .
NATURE, 1994, 371 (6493) :141-143
[2]   CONJUGATED TRIS-TETRATHIAFULVALENES [J].
ADAM, M ;
FANGHANEL, E ;
MULLEN, K ;
SHEN, YJ ;
WEGNE, RR .
SYNTHETIC METALS, 1994, 66 (03) :275-283
[3]   OLIGOMERIC TETRATHIAFULVALENES - EXTENDED DONORS FOR INCREASING THE DIMENSIONALITY OF ELECTRICAL-CONDUCTION [J].
ADAM, M ;
MULLEN, K .
ADVANCED MATERIALS, 1994, 6 (06) :439-459
[4]   OLIGOMERIC TETRATHIAFULVALENES [J].
ADAM, M ;
RADER, HJ ;
ROHRICH, J ;
SCHERER, U ;
WOLF, P ;
MULLEN, K .
SYNTHETIC METALS, 1991, 42 (1-2) :1623-1626
[5]   THIOETHERS FROM HALOGEN COMPOUNDS AND CUPROUS MERCAPTIDES .2. [J].
ADAMS, R ;
FERRETTI, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (18) :4927-4931
[6]  
Adams R., 1957, CROAT CHEM ACTA, V29, P277
[7]   AN ELECTRON-SPIN RESONANCE INVESTIGATION OF THE RADICAL CATIONS FROM POLY(ALKYLTHIO)BENZENES [J].
ALBERTI, A ;
PEDULLI, GF ;
TIECCO, M ;
TESTAFERRI, L ;
TINGOLI, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (06) :975-979
[8]   1,2-ethanedisulfenyl chloride as a reagent for the preparation of ethylenedithio substituted aromatics. [J].
Allared, F ;
Blid, J ;
Hellberg, J ;
Remonen, T ;
Svensson, M .
SYNTHETIC METALS, 2001, 120 (1-3) :1061-1062
[9]  
[Anonymous], 1988, ANGEW CHEM, V100, P290
[10]  
[Anonymous], ANGEW CHEM