Reactivity of Stable Heteroleptic Silylene PhC(NtBu)2SiNPh2 toward Diazobenzene and N-Benzylidineaniline

被引:19
作者
Azhakar, Ramachandran [1 ]
Roesky, Herbert W. [1 ]
Wolf, Hilke [1 ]
Stalke, Dietmar [1 ]
机构
[1] Univ Gottingen, Inst Anorgan Chem, D-37077 Gottingen, Germany
关键词
METAL-CARBONYL-COMPLEXES; H BOND ACTIVATION; HETEROCYCLIC CARBENE LIGANDS; OXIDATIVE ADDITION; DONOR LIGANDS; FACILE ACCESS; CRYSTAL; KETONES; STABILIZATION; CYCLOADDITION;
D O I
10.1021/om300999e
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of heteroleptic silylene LSiNPh2 [L = PhC(NtBu)(2)] with diazobenzene afforded product 6. This involves one o-C-H bond activation at one of the phenyl groups of diazobenzene and migration of this hydrogen atom from the phenyl ring to one of the nitrogen atoms, which leads to the formation of the new C-Si and N-Si bonds. The reaction of benzylidineaniline with LSiNPh2 results in the oxidative addition of the three-membered silaaziridine derivative 7. Compounds 6 and 7 were fully characterized by elemental analysis, multinuclear NMR spectroscopy, and EI-MS spectrometry. The molecular structures of compounds 6 and 7 were established unequivocally by single-crystal X-ray structural analysis.
引用
收藏
页码:8608 / 8612
页数:5
相关论文
共 96 条
[61]  
Jutzi P, 1986, ANGEW CHEM, V98, P163
[62]   Formation of a Unsymmetrical Ring System via C-H Bond Activation of Diazobenzene by Stable N-Heterocyclic Chlorosilylene (PhC(NtBu)2SiCl) [J].
Khan, Shabana ;
Sen, Sakya S. ;
Michel, Reent ;
Kratzert, Daniel ;
Roesky, Herbert W. ;
Stalke, Dietmar .
ORGANOMETALLICS, 2011, 30 (10) :2643-2645
[63]   Experimental charge density studies of cyclotetrasilazane and metal complexes containing the di- and tetraanion - Research report [J].
Kocher, N ;
Selinka, C ;
Leusser, D ;
Kost, D ;
Kalikhman, I ;
Stalke, D .
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2004, 630 (12) :1777-1793
[64]   Si-E (E = N, O, F) bonding in a hexacoordinated silicon complex: New facts from experimental and theoretical charge density studies [J].
Kocher, N ;
Henn, J ;
Gostevskii, B ;
Kost, D ;
Kalikhman, I ;
Engels, B ;
Stalke, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (17) :5563-5568
[65]   CRYSTAL HANDLING AT LOW-TEMPERATURES [J].
KOTTKE, T ;
STALKE, D .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1993, 26 :615-619
[66]   Dihydrogen Activation by Frustrated Carbene-Borane Lewis Pairs: An Experimental and Theoretical Study of Carbene Variation [J].
Kronig, Sabrina ;
Theuergarten, Eileen ;
Holschumacher, Dirk ;
Bannenberg, Thomas ;
Daniliuc, Constantin G. ;
Jones, Peter G. ;
Tamm, Matthias .
INORGANIC CHEMISTRY, 2011, 50 (15) :7344-7359
[67]   Reactivity and mechanism of stable Heterocyclic silylenes with carbon tetrachloride [J].
Li, Ruei-En ;
Sheu, Jeng-Horng ;
Su, Ming-Der .
INORGANIC CHEMISTRY, 2007, 46 (22) :9245-9253
[68]   A Brief Survey of Our Contribution to Stable Carbene Chemistry [J].
Martin, David ;
Melaimi, Mohand ;
Soleilhavoup, Michele ;
Bertrand, Guy .
ORGANOMETALLICS, 2011, 30 (20) :5304-5313
[69]   Steering S-H and N-H Bond Activation by a Stable N-Heterocyclic Silylene: Different Addition of H2S, NH3, and Organoamines on a Silicon(II) Ligand versus Its Si(II)→Ni(CO)3 Complex [J].
Meltzer, Antje ;
Inoue, Shigeyoshi ;
Praesang, Carsten ;
Driess, Matthias .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (09) :3038-3046
[70]   Regioselective C-H Activation and Sequential C-C and C-O Bond Formation Reactions of Aryl Ketones Promoted by an Yttrium Carbene [J].
Mills, David P. ;
Soutar, Lyndsay ;
Lewis, William ;
Blake, Alexander J. ;
Liddle, Stephen T. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (41) :14379-14381