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
[1]  
[Anonymous], 2011, ANGEW CHEM, V123, P11689
[2]  
[Anonymous], 2013, ANGEW CHEM
[3]  
[Anonymous], 2012, ANGEW CHEM-GER EDIT
[4]  
[Anonymous], 2012, ANGEW CHEM, P124
[5]   THE FUNCTIONALIZATION OF SATURATED-HYDROCARBONS .24. THE USE OF TERT-BUTYL HYDROPEROXIDE - GOAGG(IV) AND GOAGG(V) [J].
BARTON, DHR ;
CHAVASIRI, W .
TETRAHEDRON, 1994, 50 (01) :19-30
[6]   Unexpected catalyzed C=C bond cleavage by molecular oxygen promoted by a thiyl radical [J].
Baucherel, X ;
Uziel, J ;
Jugé, S .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (13) :4504-4510
[7]   An Efficient Iron-Catalyzed Carbon-Carbon Single-Bond Cleavage via Retro-Claisen Condensation: A Mild and Convenient Approach to Synthesize a Variety of Esters or Ketones [J].
Biswas, Srijit ;
Maiti, Sukhendu ;
Jana, Umasish .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (15) :2861-2866
[8]   Steric and Electronic Effects Influencing β-Aryl Elimination in the Pd-catalyzed Carbon-Carbon Single Bond Activation of Triarylmethanols [J].
Bour, James R. ;
Green, Jacob C. ;
Winton, Valerie J. ;
Johnson, Jeffrey B. .
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (04) :1665-1669
[9]   INTERMOLECULAR ACTIVATION OF C-D BONDS IN BENZENE-D6 BY TRANS-NEOPENTYL(TRIFLUOROMETHANESULFONATO)BIS(TRIMETHYL-PHOSPHINE)PLATINUM(II) [J].
BRAINARD, RL ;
NUTT, WR ;
LEE, TR ;
WHITESIDES, GM .
ORGANOMETALLICS, 1988, 7 (11) :2379-2386
[10]  
CALEB JA, 2013, COORDIN CHEM REV, V257, P3005