Single-Crystal X-ray Structures of conductive π-Stacking Dimers of Tetrakis(alkylthio)benzene Radical Cations

被引：12
作者：
Chen, Xiaoyu [1 ,2 ]
Gao, Feng [3 ]
Yang, Wuqin [1 ]
机构：
[1] China Univ Min & Technol, Sch Safety, Xuzhou 221008, Peoples R China
[2] Nanjing Univ, Nanjing Natl Lab Microstruct, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China
[3] Jiangsu Normal Univ, Jiangsu Key Lab Green Synthet Chem Funct Mat, Sch Chem & Chem Engn, Xuzhou 221116, Peoples R China
来源：
SCIENTIFIC REPORTS | 2016年 / 6卷
基金：
中国国家自然科学基金;
关键词：
THIANTHRENE; MONOMERS; TRIMER;
D O I：
10.1038/srep29314
中图分类号：
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号：
07 ; 0710 ; 09 ;
摘要：
Salts containing radical cations of 1,2,4,5-tetrakis(isopropylthio) benzene (TPB) and 1,2,4,5-tetrakis( ethylthio) benzene (TEB) have been successfully synthesized with SbF6-. These newly synthesized salts have been characterized by UV-Vis absorption, EPR spectroscopy, conductivity measurement, single crystal X-ray diffraction analysis as well as DFT calculation. This study raises the first crystal structure of conductive pi-stacking radical cation with single phenyl ring and reveals their conductivity has relationship with the stack structure which affected by the substituent.
引用
收藏
页数：9
相关论文
共 31 条
[1]   What Is the Structure of the Naphthalene-Benzene Heterodimer Radical Cation? Binding Energy, Charge De localization, and Unexpected Charge-Transfer Interaction in Stacked Dimer and Trimer Radical Cations [J].
Attah, Isaac K. ;
Platt, Sean P. ;
Meot-Ner , Michael ;
El-Shall, M. Samy ;
Peverati, Roberto ;
Head-Gordon, Martin .
JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2015, 6 (07) :1111-1118
[2]   A PHOTOCHEMICALLY DRIVEN MOLECULAR MACHINE [J].
BALLARDINI, R ;
BALZANI, V ;
GANDOLFI, MT ;
PRODI, L ;
VENTURI, M ;
PHILP, D ;
RICKETTS, HG ;
STODDART, JF .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1993, 32 (09) :1301-1303
[3]   A CHEMICALLY AND ELECTROCHEMICALLY SWITCHABLE MOLECULAR SHUTTLE [J].
BISSELL, RA ;
CORDOVA, E ;
KAIFER, AE ;
STODDART, JF .
NATURE, 1994, 369 (6476) :133-137
[4]   Structurally recognizable electron density transfer in the donor-acceptor complex {1,2,4,5-tetra(thioethyl)benzene center dot center dot center dot bromine(2)}(infinity) [J].
Bock, H ;
Havlas, Z ;
Rauschenbach, A ;
Nather, C ;
Kleine, M .
CHEMICAL COMMUNICATIONS, 1996, (13) :1529-1530
[5]  
Bock H., 1996, LIEBIGS ANN, V12, P2185
[6]   Synthesis, Crystal Structure, and Physical Property of Sterically Unprotected Thiophene/Phenylene Co-Oligomer Radical Cations: A Conductive π-π Bonded Supermolecular meso-Helix [J].
Chen, Xiaoyu ;
Ma, Binbin ;
Chen, Shuang ;
Li, Yizhi ;
Huang, Wei ;
Ma, Jing ;
Wang, Xinping .
CHEMISTRY-AN ASIAN JOURNAL, 2013, 8 (01) :238-243
[7]   Synthesis, Characterization, and Structures of a Persistent Aniline Radical Cation [J].
Chen, Xiaoyu ;
Wang, Xingyong ;
Sui, Yunxia ;
Li, Yizhi ;
Ma, Jing ;
Zuo, Jinglin ;
Wang, Xinping .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (47) :11878-11881
[8]   From Monomers to p Stacks, from Nonconductive to Conductive: Syntheses, Characterization, and Crystal Structures of Benzidine Radical Cations [J].
Chen, Xiaoyu ;
Ma, Binbin ;
Wang, Xingyong ;
Yao, Shengxin ;
Ni, Lichen ;
Zhou, Zhaoyi ;
Li, Yizhi ;
Huang, Wei ;
Ma, Jing ;
Zuo, Jinglin ;
Wang, Xinping .
CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (37) :11828-11836
[9]   Radical salts of bis(ethylenediseleno)tetrathiafulvalene with paramagnetic tris(oxalato)metalate anions [J].
Coronado, Eugenio ;
Curreli, Simona ;
Gimenez-Saiz, Carlos ;
Gomez-Garcia, Carlos J. ;
Alberola, Antonio .
INORGANIC CHEMISTRY, 2006, 45 (26) :10815-10824
[10]   ORGANOMETALLOIDAL COMPOUNDS WITH O-PHENYLENE-SUBSTITUENTS, .27. SYNTHESIS, CHARACTERIZATION AND STRUCTURE DETERMINATION OF 2,3,7,8-TETRAKIS(METHYLTHIO) THIANTHRENE AND 2,3,7,8-BIS(ETHYLENEDITHIO) THIANTHRENE [J].
DOTZE, M ;
KLAR, G .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1993, 84 (1-4) :95-106
1234