Unstrained Carbon-Carbon Bond Cleavage

被引:120
作者
Liu, Hui [1 ,2 ]
Feng, Minghao [1 ]
Jiang, Xuefeng [1 ,3 ,4 ]
机构
[1] E China Normal Univ, Dept Chem, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
[2] Shandong Univ Technol, Sch Chem Engn, Zibo 255049, Peoples R China
[3] Peking Univ, BNLMS, Beijing 100871, Peoples R China
[4] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
关键词
CC activation; metal-free synthesis; synthesis design; transition metals; unstrained CC bonds; C-C-BOND; AEROBIC OXIDATIVE CLEAVAGE; TRIPLE BOND; CATALYZED CLEAVAGE; METAL-FREE; MOLECULAR-OXYGEN; H ACTIVATION; INTRAMOLECULAR ARYLCYANATION; MECHANISTIC INSIGHT; ALLYLIC ALCOHOLS;
D O I
10.1002/asia.201402591
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This Focus Review presents recent developments in the cleavage of CC bonds in organic molecules. Significant progress in CC activation, including the development of a variety of new synthetic strategies, has contributed to the development of this field over the past few decades. Transition-metal-mediated CC bond cleavage has been shown to be a quite efficient process and several elegant metal-free methods have also recently been developed. Strained rings have been widely used in CC cleavage transformations; however, unstrained CC activation has increasingly caught the attention of organic researchers, which inspired us to clarify the developments in this field.
引用
收藏
页码:3360 / 3389
页数:30
相关论文
共 132 条
[91]   C-H AND C-C BOND ACTIVATION BY BARE TRANSITION-METAL OXIDE CATIONS IN THE GAS-PHASE [J].
SCHRODER, D ;
SCHWARZ, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (18) :1973-1995
[92]  
Schroder D., 1995, Angew. Chem, V107, P2126
[93]  
Shen T., 2013, Angew. Chem, V125, P6809
[94]   Silver-Catalyzed Nitrogenation of Alkynes: A Direct Approach to Nitriles through CC Bond Cleavage [J].
Shen, Tao ;
Wang, Teng ;
Qin, Chong ;
Jiao, Ning .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (26) :6677-6680
[95]  
SHILOV AE, ACTIVATION SATURATED
[96]   Carbon-carbon bond cleavage of diynes through the hydroamination with transition metal catalysts [J].
Shimada, T ;
Yamamoto, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (22) :6646-6647
[97]   Comparison of the C-H activation of methane by M(C5H5)(CO) for M=cobalt, rhodium, and iridium [J].
Siegbahn, PEM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (06) :1487-1496
[98]  
Steenwinkel P, 1998, CHEM-EUR J, V4, P759, DOI 10.1002/(SICI)1521-3765(19980515)4:5<759::AID-CHEM759>3.3.CO
[99]  
2-B
[100]   Oxidative C-C Bond Cleavage of Aldehydes via Visible-Light Photoredox Catalysis [J].
Sun, Hongnan ;
Yang, Chao ;
Gao, Fei ;
Li, Zhe ;
Xia, Wujiong .
ORGANIC LETTERS, 2013, 15 (03) :624-627