π-conjugated twin molecules based on truxene:: Synthesis and optical properties

被引:52
作者
Cao, XY [1 ]
Zhang, W [1 ]
Zi, H [1 ]
Pei, J [1 ]
机构
[1] Peking Univ, Coll Chem & Mol Engn, Minist Educ, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China
关键词
D O I
10.1021/ol048144w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[Graphics] A series of novel extended pi-conjugated twin molecules based on 10,15-dihydro-5H-diindeno[1,2-alpha;1',2'-c]fluorene (truxene) have been prepared via Pd(0)-catalyzed Suzuki coupling, Sonogashira coupling, and McMurry reactions, respectively. 9,9'-Spirobifluorenylene, ethynylene, and vinylene groups as the bridge are introduced to connect both truxene moieties to understand the effect of the large steric chromophores on the properties of the desired materials. The investigation of optical properties of TM1-3 by UV-vis and photoluminescent spectroscopy demonstrates that the optical properties of the twin molecules are strongly affected by the pi-linkages.
引用
收藏
页码:4845 / 4848
页数:4
相关论文
共 90 条
[1]   BUCKYBOWLS. 2. TOWARD THE TOTAL SYNTHESIS OF BUCKMINSTERFULLERENE (C-60) - BENZ[5,6]-AS-INDACENO-[3,2,1,8,7-MNOPQR]INDENO[4,3,2,1-CDEF]CHRYSENE [J].
ABDOURAZAK, AH ;
MARCINOW, Z ;
SYGULA, A ;
SYGULA, R ;
RABIDEAU, PW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (23) :6410-6411
[2]  
[Anonymous], 1998, ELECT MAT OLIGOMER A
[3]   Circumtrindene:: A geodesic dome of molecular dimensions.: Rational synthesis of 60% of C60 [J].
Ansems, RBM ;
Scott, LT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (12) :2719-2724
[4]  
Barbarella G, 1998, ADV MATER, V10, P551, DOI 10.1002/(SICI)1521-4095(199805)10:7<551::AID-ADMA551>3.0.CO
[5]  
2-Y
[6]   Three-dimensional nonlinear optical chromophores based on through-space delocalization [J].
Bartholomew, GP ;
Ledoux, I ;
Mukamel, S ;
Bazan, GC ;
Zyss, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (45) :13480-13485
[7]   Synthesis, characterization, and spectroscopy of 4,7,12,15-[2.2]paracyclophane containing donor and acceptor groups: Impact of substitution patterns on through-space charge transfer [J].
Bartholomew, GP ;
Bazan, GC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (18) :5183-5196
[8]   Bichromophoric paracyclophanes: Models for interchromophore delocalization [J].
Bartholomew, GP ;
Bazan, GC .
ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (01) :30-39
[9]  
Bernius MT, 2000, ADV MATER, V12, P1737, DOI 10.1002/1521-4095(200012)12:23<1737::AID-ADMA1737>3.0.CO
[10]  
2-N