Synthesis and photoluminescence studies of siloles with arylene ethynylene strands

被引:21
作者
Ding, Changhua [1 ]
Babu, Govindarajulu [1 ]
Orita, Akihiro [1 ]
Hirate, Takayoshi [1 ]
Otera, Junzo [1 ]
机构
[1] Okayama Univ Sci, Dept Appl Chem, Okayama 7000005, Japan
关键词
alkynes; sulfones; aldehydes; eliminations; siloles;
D O I
10.1055/s-2007-986641
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Siloles attached to phenylene ethynylene strands were prepared successfully by Sonogashira coupling of 2,5-dibromosilole with ethyne-terminated phenylene ethynylenes. Elongation of the arylene ethynylene chain involving up to at least three aromatic rings leads to high quantum yields in solution.
引用
收藏
页码:2559 / 2563
页数:5
相关论文
共 38 条
[1]  
Anderson S, 2001, CHEM-EUR J, V7, P4706, DOI 10.1002/1521-3765(20011105)7:21<4706::AID-CHEM4706>3.0.CO
[2]  
2-H
[3]   Improving quantum efficiencies of siloles and silole-derived butadiene chromophores through structural tuning [J].
Boydston, AJ ;
Pagenkopf, BL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (46) :6336-6338
[4]   A controlled, iterative synthesis and the electronic properties of oligo[(p-phenyleneethynylene)-alt-(2,5-slioleneethynylene)]s [J].
Boydston, AJ ;
Yin, YS ;
Pagenkopf, BL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (33) :10350-10354
[5]   Synthesis, light emission, nanoaggregation, and restricted intramolecular rotation of 1,1-substituted 2,3,4,5-tetraphenylsiloles [J].
Chen, JW ;
Law, CCW ;
Lam, JWY ;
Dong, YP ;
Lo, SMF ;
Williams, ID ;
Zhu, DB ;
Tang, BZ .
CHEMISTRY OF MATERIALS, 2003, 15 (07) :1535-1546
[6]   Silole-containing polyacetylenes. Synthesis, thermal stability, light emission, nanodimensional aggregation, and restricted intramolecular rotation [J].
Chen, JW ;
Xie, ZL ;
Lam, JWY ;
Law, CCW ;
Tang, BZ .
MACROMOLECULES, 2003, 36 (04) :1108-1117
[7]   Electrical properties of 1,4-bis(4-(phenylethynyl)phenylethynyl)benzene and its application for organic light emitting diodes [J].
Fenenko, Larysa ;
Shao, Guang ;
Orita, Akihiro ;
Yahiro, Masayuki ;
Otera, Junzo ;
Svechnikov, Sergei ;
Adachi, Chihaya .
CHEMICAL COMMUNICATIONS, 2007, (22) :2278-2280
[8]   Photolumineseence, electroluminescence, and complex formation of novel N-7-azaindolyl- and 2,2′-dipyridylamino-functionalized siloles [J].
Lee, J ;
Liu, QD ;
Motala, M ;
Dane, J ;
Gao, J ;
Kang, YJ ;
Wang, SN .
CHEMISTRY OF MATERIALS, 2004, 16 (10) :1869-1877
[9]   2,3,4,5-Tetrafunctionalized siloles: Syntheses, structures, luminescence, and electroluminescence [J].
Lee, JH ;
Liu, QD ;
Bai, DR ;
Kang, YJ ;
Tao, Y ;
Wang, SN .
ORGANOMETALLICS, 2004, 23 (26) :6205-6213
[10]   Aggregation-induced emission of 1-methyl-1,2,3,4,5-pentaphenylsilole [J].
Luo, JD ;
Xie, ZL ;
Lam, JWY ;
Cheng, L ;
Chen, HY ;
Qiu, CF ;
Kwok, HS ;
Zhan, XW ;
Liu, YQ ;
Zhu, DB ;
Tang, BZ .
CHEMICAL COMMUNICATIONS, 2001, (18) :1740-1741