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

被引:18
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
[31]   A luminescent linear trinuclear magnesium complex assembled from a phosphorus-based tris-hydrazone ligand [J].
Chandrasekhar, V ;
Azhakar, R ;
Bickley, JF ;
Steiner, A .
CHEMICAL COMMUNICATIONS, 2005, (04) :459-461
[32]   A tunable coordination response of the phosphorus-based hexadentate ligand (S)P[N(Me)N=CHC6H4-o-OH]3 (LH3):: Synthesis and structure of LM (M = Sc, Cr, Mn, Fe, Co, Ga) [J].
Chandrasekhar, Vadapalli ;
Azhakar, Ramachandran ;
Pandian, Balasubramanian Murugesa ;
Bickley, Jamie F. ;
Steiner, Alexander .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2008, (07) :1116-1124
[33]   Synthesis, structure, magnetism and nuclease activity of tetranuclear copper(II) phosphonates containing ancillary 2,2′-bipyridine or 1,10-phenanthroline ligands [J].
Chandrasekhar, Vadapalli ;
Azhakar, Ramachandran ;
Senapati, Tapas ;
Thilagar, Pakkirisamy ;
Ghosh, Surajit ;
Verma, Sandeep ;
Boomishankar, Ramamoorthy ;
Steiner, Alexander ;
Kogerler, Paul K. .
DALTON TRANSACTIONS, 2008, (09) :1150-1160
[34]  
Chandrasekhar V, 2010, INORG CHEM, V49, P4008, DOI [10.1021/ic901531e, 10.1021/IC901531e]
[35]   Catalytic Asymmetric C-H Insertions of Rhodium(II) Azavinyl Carbenes [J].
Chuprakov, Stepan ;
Malik, Jamal A. ;
Zibinsky, Mikhail ;
Fokin, Valery V. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (27) :10352-10355
[36]  
Clavier H, 2007, ANNU REP PROG CHEM B, V103, P193, DOI 10.1039/b614412h
[37]   Synthesis of a Zinc(II) Imidazolium Dicarboxylate Ligand Metal-Organic Framework (MOF): a Potential Precursor to MOF-Tethered N-Heterocyclic Carbene Compounds [J].
Crees, Rachel S. ;
Cole, Marcus L. ;
Hanton, Lyall R. ;
Sumby, Christopher J. .
INORGANIC CHEMISTRY, 2010, 49 (04) :1712-1719
[38]   SYNTHESIS AND STRUCTURE OF A STABLE SILYLENE [J].
DENK, M ;
LENNON, R ;
HAYASHI, R ;
WEST, R ;
BELYAKOV, AV ;
VERNE, HP ;
HAALAND, A ;
WAGNER, M ;
METZLER, N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (06) :2691-2692
[39]   Redox Noninnocence of Carbene Ligands: Carbene Radicals in (Catalytic) C-C Bond Formation [J].
Dzik, Wojciech I. ;
Zhang, X. Peter ;
de Bruin, Bas .
INORGANIC CHEMISTRY, 2011, 50 (20) :9896-9903
[40]   Nucleophilic Scandium Carbene Complexes [J].
Fustier, Marie ;
Le Goff, Xavier F. ;
Le Floch, Pascal ;
Mezailles, Nicolas .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (38) :13108-13110