Hopping of a single hole in hexakis[4-(1,1,2-triphenyl-ethenyl)phenyl]benzene cation radical through the hexaphenylbenzene propeller

被引:64
作者
Rathore, R [1 ]
Burns, CL [1 ]
Abdelwahed, SA [1 ]
机构
[1] Marquette Univ, Dept Chem, Milwaukee, WI 53201 USA
关键词
D O I
10.1021/ol036037g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A versatile synthesis of a dendritic structure (5) is described in which six tetraphenylethylene moieties are connected to a central benzene ring in such a way that one of the phenyl rings of each tetraphenylethylene is also part of the propeller of the hexaphenylbenzene core. Observation of multiple oxidation waves in its cyclovoltammogram as well as an intense charge-resonance transition in the near-IR region in its cation radical spectrum suggests that a single hole delocalizes via electron transfer over six identical redox-active centers.
引用
收藏
页码:1689 / 1692
页数:4
相关论文
共 17 条
[11]  
RATHORE RS, UNPUB
[12]   THE STABLE SINGLET GROUND-STATE DICATION OF HEXAIODOBENZENE - POSSIBLY A SIGMA-DELOCALIZED DICATION [J].
SAGL, DJ ;
MARTIN, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (17) :5827-5833
[13]   CONVERSION OF A PHOTON TO AN ELECTRICAL SIGNAL BY SUDDEN POLARIZATION IN N-RETINYLIDENE VISUAL CHROMOPHORE [J].
SALEM, L ;
BRUCKMANN, P .
NATURE, 1975, 258 (5535) :526-528
[14]   THEORY OF PHOTOCHEMICAL REACTIONS [J].
SALEM, L .
SCIENCE, 1976, 191 (4229) :822-830
[15]   Synthesis, morphology, and optical properties of tetrahedral oligo(phenylenevinylene) materials [J].
Wang, SJ ;
Oldham, WJ ;
Hudack, RA ;
Bazan, GC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (24) :5695-5709
[16]   Reduction of acetylated tetraphenylethylenes: Electrochemical behavior and stability of the related reduced anions [J].
Wolf, MO ;
Fox, HH ;
Fox, MA .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (01) :287-294
[17]  
Zimmermann TJ, 2000, EUR J ORG CHEM, V2000, P3305