Electronic coupling mediated by furan, thiophene, selenophene and tellurophene in a homologous series of organic mixed valence compounds

被引:21
作者
Jahnke, Ann Christin [1 ]
Spulber, Mariana [1 ]
Neuburger, Markus [1 ]
Palivan, Cornelia G. [1 ]
Wenger, Oliver S. [1 ]
机构
[1] Univ Basel, CH-4056 Basel, Switzerland
关键词
DINITROAROMATIC RADICAL-ANIONS; CHARGE DELOCALIZATION; CONJUGATED POLYMERS; MOLECULAR WIRES; ALPHA-OLIGOFURANS; COMPLEXES; OLIGOMERS; SYSTEMS; OLIGOTHIOPHENES; TRANSITION;
D O I
10.1039/c4cc03806a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Charge delocalization in the mixed-valent monocationic forms of phenothiazine-decorated chalcogenophenes is explored by cyclic voltammetry, optical absorption and EPR spectroscopy. Single units of furan, thiophene, selenophene and tellurophene are found to mediate electronic coupling between the phenothiazines attached to their 2- and 5-positions roughly equally well. Electronic communication seems to occur mostly through the butadiene-like backbone of the chalcogenophenes.
引用
收藏
页码:10883 / 10886
页数:4
相关论文
共 63 条
[1]   Intervalence transitions in the mixed-valence monocations of bis(triarylamines) linked with vinylene and phenylene-vinylene bridges [J].
Barlow, S ;
Risko, C ;
Chung, SJ ;
Tucker, NM ;
Coropceanu, V ;
Jones, SC ;
Levi, Z ;
Brédas, JL ;
Marder, SR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (48) :16900-16911
[2]   Tuning Delocalization in the Radical Cations of 1,4-Bis[4-(diarylamino)styryl]benzenes, 2,5-Bis[4-(diarylamino)styryl]thiophenes, and 2,5-Bis[4-(diarylamino)styryl]pyrroles through Substituent Effects [J].
Barlow, Stephen ;
Risko, Chad ;
Odom, Susan A. ;
Zheng, Shijun ;
Coropceanu, Veaceslav ;
Beverina, Luca ;
Bredas, Jean-Luc ;
Marder, Seth R. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (24) :10146-10155
[3]  
BAUERLE P, 1993, J AM CHEM SOC, V115, P10217
[4]  
BAUERLE P, 1993, ANGEW CHEM INT EDIT, V32, P76, DOI 10.1002/anie.199300761
[5]   ORGANIC MIXED-VALENCE SYSTEMS - INTERVALENCE TRANSITION IN PARTLY OXIDIZED AROMATIC POLYAMINES - ELECTROCHEMICAL AND OPTICAL STUDIES [J].
BONVOISIN, J ;
LAUNAY, JP ;
VANDERAUWERAER, M ;
DESCHRYVER, FC .
JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (19) :5052-5057
[6]   Organic semiconductors:: A theoretical characterization of the basic parameters governing charge transport [J].
Brédas, JL ;
Calbert, JP ;
da Silva, DA ;
Cornil, J .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (09) :5804-5809
[7]   Ferrocenyl-Ended Thieno-Vinylene Oligomers: Donor-Acceptor Polarization and Mixed-Valence Properties with Emphasis on the Raman Mapping of Localized-to-Delocalized Transitions [J].
Casado, Juan ;
Rodriguez Gonzalez, Sandra ;
Carmen Ruiz Delgado, M. ;
Moreno Oliva, Maria ;
Lopez Navarrete, Juan T. ;
Caballero, Ruben ;
de la Cruz, Pilar ;
Langa, Fernando .
CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (11) :2548-2559
[8]   Generalization of the Mulliken-Hush treatment for the calculation of electron transfer matrix elements [J].
Cave, RJ ;
Newton, MD .
CHEMICAL PHYSICS LETTERS, 1996, 249 (1-2) :15-19
[9]   METAL-LIGAND AND METAL-METAL COUPLING ELEMENTS [J].
CREUTZ, C ;
NEWTON, MD ;
SUTIN, N .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1994, 82 (1-3) :47-59
[10]   Intervalence charge transfer (IVCT) in trinuclear and tetranuclear complexes of iron, ruthenium, and osmium [J].
D'Alessandro, Deanna M. ;
Keene, F. Richard .
CHEMICAL REVIEWS, 2006, 106 (06) :2270-2298