Ir(III)-induced C-bound to N-bound tautomerization of a N-heterocyclic carbene

被引:64
作者
Wang, Xinjiao [1 ]
Chen, Hongyu [1 ]
Li, Xingwei [1 ]
机构
[1] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Math & Phys Sci, Singapore 637616, Singapore
关键词
D O I
10.1021/om700498w
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
An iridium N-heterocyclic carbene (NHC) complex with a rare hydrogen wing tip was obtained via C-N bond cleavage. The C-bound to N-bound tautomerization of this carbene cannot be achieved in this neutral 18-electron Ir(III) complex. Chloride abstraction in MeCN afforded an NHC-acetimidamide complex, where the N-bound to C-bound tautomerization of this carbene was observed in CDCl3 at 110 degrees C. Crystal structures of iridium complexes with these rare ligands were reported.
引用
收藏
页码:4684 / 4687
页数:4
相关论文
共 28 条
[1]   Iridium(III)-induced isomerization of 2-substituted pyridines to N-heterocyclic carbenes [J].
Alvarez, Eleuterio ;
Conejero, Salvador ;
Paneque, Margarita ;
Petronilho, Ana ;
Poveda, Manuel L. ;
Serrano, Oracio ;
Carmona, Ernesto .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (40) :13060-13061
[2]   Facile migratory insertion of a N-heterocyclic carbene into a ruthenium-carbon double bond: A new type of reaction of a NHC ligand [J].
Becker, Eva ;
Stingl, Verena ;
Dazinger, Georg ;
Puchberger, Michael ;
Mereiter, Kurt ;
Kirchner, Karl .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (20) :6572-6573
[3]   Ruthenium induced C-N bond activation of an N-heterocyclic carbene: Isolation of C- and N-bound tautomers [J].
Burling, Suzanne ;
Mahon, Mary F. ;
Powell, Rachael E. ;
Whittlesey, Michael K. ;
Williams, Jonathan M. J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (42) :13702-13703
[4]   Ruthenium arene derivatives with PN hemilabile ligands.: P-C cleavage and phosphine to phosphinite transformation [J].
Caballero, A ;
Jalón, FA ;
Manzano, BR ;
Espino, G ;
Pérez-Manrique, M ;
Mucientes, A ;
Poblete, FJ ;
Maestro, M .
ORGANOMETALLICS, 2004, 23 (24) :5694-5706
[5]   Rhodium and iridium complexes of N-heterocyclic carbenes via transmetalation: Structure and dynamics [J].
Chianese, AR ;
Li, XW ;
Janzen, MC ;
Faller, JW ;
Crabtree, RH .
ORGANOMETALLICS, 2003, 22 (08) :1663-1667
[6]   Activation of acetonitrile in [Cp*Ir(η3-CH2CHCHPh)(NCMe)+:: Crystal structures of iridium-amidine, imino-ether, amido, and amide complexes [J].
Chin, CS ;
Chong, D ;
Lee, B ;
Jeong, H ;
Won, G ;
Do, Y ;
Park, YJ .
ORGANOMETALLICS, 2000, 19 (04) :638-648
[7]  
CORBERAN R, 2006, J AM CHEM SOC
[8]   Migratory insertion in N-heterocyclic carbene complexes of palladium; an experimental and DFT study [J].
Danopoulos, AA ;
Tsoureas, N ;
Green, JC ;
Hursthouse, MB .
CHEMICAL COMMUNICATIONS, 2003, (06) :756-757
[9]   Stabilization of NH tautomers of quinolines by osmium and ruthenium [J].
Esteruelas, Miguel A. ;
Fernandez-Alvarez, Francisco J. ;
Onate, Enrique .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (40) :13044-13045
[10]  
Glorius F, 2007, TOP ORGANOMETAL CHEM, V21, P1, DOI 10.1007/3418_2006_059