Regiospecific C-H Bond Activation: Reactivity Study of N-Heterocyclic Silylene toward Ambidentate Phosphorus Ylide

被引:25
作者
Azhakar, Ramachandran [1 ]
Sarish, Sankaranarayana Pillai [1 ]
Roesky, Herbert W. [1 ]
Hey, Jakob [1 ]
Stalke, Dietmar [1 ]
机构
[1] Univ Gottingen, Inst Anorgan Chem, D-37077 Gottingen, Germany
关键词
STABLE SILYLENE; OXIDATIVE ADDITION; METAL-COMPLEXES; CARBENE; LIGAND; SILICON(II); CRYSTAL; CHEMISTRY; PH2P(CH2PY)(NSIME3); DICHLOROSILYLENE;
D O I
10.1021/om200308u
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of two highly reactive species, the silylene [CH{C(Me)NAr}-{C(=CH2)NAr}Si] (L, Ar = 2,6-iPr(2)C(6)H(3)) and the phosphorus ylide MeC(O)CHPPh3, resulted in the formation of 1, involving regiospecific C-alkyl-H bond activation. Compound 1 was characterized by elemental analysis and multinuclear NMR and unambiguously by single-crystal X-ray structural analysis.
引用
收藏
页码:2897 / 2900
页数:4
相关论文
共 85 条
[1]  
[Anonymous], 2006, ANGEW CHEM
[2]  
[Anonymous], J CHEM SOC CHEM COMM
[3]  
[Anonymous], 2007, ANGEW CHEM
[4]   Reaction of the silylene Si[(NCH2But) 2C6H4-1,2] with the alkali metal silylamides M[N(SiMe3)R] (M = Li, Na or K; R = SiMe3 or SiMe2Ph) [J].
Antolini, F ;
Gehrhus, B ;
Hitchcock, PB ;
Lappert, MF ;
Slootweg, JC .
DALTON TRANSACTIONS, 2004, (20) :3288-3294
[5]   Formation of Silicon Centered Spirocyclic Compounds: Reaction of N-Heterocyclic Stable Silylene with Benzoylpyridine, Diisopropyl Azodicarboxylate, and 1,2-Diphenylhydrazine [J].
Azhakar, Ramachandran ;
Sarish, Sankaranarayana Pillai ;
Tavcar, Gaper ;
Roesky, Herbert W. ;
Hey, Jakob ;
Stalke, Dietmar ;
Koley, Debasis .
INORGANIC CHEMISTRY, 2011, 50 (07) :3028-3036
[6]   Facile Synthesis of a Rare Chlorosilylene-BH3 Adduct [J].
Azhakar, Ramachandran ;
Tavcar, Gasper ;
Roesky, Herbert W. ;
Hey, Jakob ;
Stalke, Dietmar .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2011, (04) :475-477
[7]   Functionalized ylides: new trends in organometallic chemistry [J].
Belluco, U ;
Michelin, RA ;
Mozzon, M ;
Bertani, R ;
Facchin, G ;
Zanotto, L ;
Pandolfo, L .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1998, 557 (01) :37-68
[8]  
Brook M. A., 2000, SILICON ORGANIC ORGA
[9]  
*BRUK AXS INC, 2000, SAINT
[10]   Synthesis of transient and stable C-amino phosphorus ylides and their fragmentation into transient and stable carbenes [J].
Canac, Y ;
Conejero, S ;
Soleilhavoup, M ;
Donnadieu, B ;
Bertrand, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (02) :459-464