Palladium-Catalyzed Direct Arylation of C-H Bond To Construct Quaternary Carbon Centers: The Synthesis of Diarylfluorene

被引:34
作者
Cao, Xiao [1 ,2 ]
Yang, Weidong [1 ,2 ]
Liu, Chao [3 ]
Wei, Fuliang [1 ,2 ]
Wu, Kun [3 ]
Sun, Wei [1 ,2 ]
Song, Juan [1 ,2 ]
Xie, Linghai [1 ,2 ]
Huang, Wei [1 ,2 ]
机构
[1] Nanjing Univ Posts & Telecommun, Key Lab Organ Elect & Informat Display, Nanjing 210046, Jiangsu, Peoples R China
[2] Nanjing Univ Posts & Telecommun, Inst Adv Mat, Nanjing 210046, Jiangsu, Peoples R China
[3] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China
基金
中国国家自然科学基金;
关键词
LIGHT-EMITTING-DIODES; CROSS-COUPLING REACTIONS; CONJUGATE ADDITION; OPTICAL-PROPERTIES; ARYLBORONIC ACIDS; STEREOCENTERS; POLYFLUORENE; DERIVATIVES; ALKYLATION; POLYMERS;
D O I
10.1021/ol4013052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel Pd-catalyzed C-H functionalization reaction was developed to construct a quaternary carbon center with high yield. This reaction provides an efficient method for the synthesis of 9,9'-diarylfluorenes by direct arylation of monoarylfluorene.
引用
收藏
页码:3102 / 3105
页数:4
相关论文
共 29 条
[1]   Fluorene-Based Materials and Their Supramolecular Properties [J].
Abbel, Robert ;
Schenning, Albertus P. H. J. ;
Meijer, E. W. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (17) :4215-4233
[2]   Solar-Energy Production and Energy-Efficient Lighting: Photovoltaic Devices and White-Light-Emitting Diodes Using Poly(2,7-fluorene), Poly(2,7-carbazole), and Poly(2,7-dibenzosilole) Derivatives [J].
Beaupre, Serge ;
Boudreault, Pierre-Luc T. ;
Leclerc, Mario .
ADVANCED MATERIALS, 2010, 22 (08) :E6-+
[3]   C-C, C-O, C-N bond formation on sp2 carbon by Pd(II)-catalyzed reactions involving oxidant agents [J].
Beccalli, Egle M. ;
Broggini, Gianluigi ;
Martinelli, Michela ;
Sottocornola, Silvia .
CHEMICAL REVIEWS, 2007, 107 (11) :5318-5365
[4]   The Complementary Competitors: Palladium and Copper in C-N Cross-Coupling Reactions [J].
Beletskaya, Irina P. ;
Cheprakov, Andrei V. .
ORGANOMETALLICS, 2012, 31 (22) :7753-7808
[5]   Palladium-Catalyzed Arylation of Methylene-Bridged Polyarenes: Synthesis and Structures of 9-Arylfluorene Derivatives [J].
Chen, Jheng-Jhih ;
Onogi, Satoru ;
Hsieh, Ya-Chu ;
Hsiao, Chien-Chi ;
Higashibayashi, Shuhei ;
Sakurai, Hidehiro ;
Wu, Yao-Ting .
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (08) :1551-1558
[6]   Synthesis, Photophysics, and Electroluminescent Performance of Stable Blue-Light-Emitting Copoly(9,9-diarylfluorene)s [J].
Chen, Ruei-Tang ;
Chen, Shinn-Horng ;
Hsieh, Bar-Yuan ;
Chen, Yun .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (11) :2821-2834
[7]   Palladium-Catalyzed Divergent Reactions of a-Diazocarbonyl Compounds with Allylic Esters: Construction of Quaternary Carbon Centers [J].
Chen, Zi-Sheng ;
Duan, Xin-Hua ;
Zhou, Ping-Xin ;
Ali, Shaukat ;
Luo, Jian-Yi ;
Liang, Yong-Min .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (06) :1370-1374
[8]   Recent advances in the transition metal-catalyzed twofold oxidative C-H bond activation strategy for C-C and C-N bond formation [J].
Cho, Seung Hwan ;
Kim, Ji Young ;
Kwak, Jaesung ;
Chang, Sukbok .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5068-5083
[9]  
Ego C, 2002, ADV MATER, V14, P809, DOI 10.1002/1521-4095(20020605)14:11<809::AID-ADMA809>3.0.CO
[10]  
2-8