1147765-33-0Relevant academic research and scientific papers
Synthesis and catalytic application of: N -heterocyclic carbene copper complex functionalized conjugated microporous polymer
Zhou, Hui,Zhang, Qing-Yong,Lu, Xiao-Bing
, p. 44995 - 45000 (2016)
A N-heterocyclic carbene copper(i) complex functionalized conjugated microporous polymer (CMP-NHC-CuCl) was synthesized by palladium-catalyzed Sonogashira cross-coupling chemistry. The resulting CMP-NHC-CuCl proved to be a good heterogeneous catalyst in the hydrosilylation of functionalized terminal alkynes with boryldisiloxane to afford (β,β)-(E)-vinyldisiloxane with high stereoselectivity, and the catalyst could be used four times without obvious loss in catalytic activity. Moreover, CMP-NHC-CuCl was also efficient in catalyzing the hydrosilylation of CO2 with triethoxysilane to form silyl formate under mild conditions.
Copper(I)-catalyzed highly regio- and stereoselective hydrosilylation of terminal alkynes with boryldisiloxane
Zhou, Hui,Wang, Yan-Bo
, p. 2512 - 2516 (2015/04/14)
By employing 1,1,3,3-tetramethyl-1,3-(pinacolboryl)disiloxane as a novel silicon source, the N-heterocyclic carbene copper complex catalyzed hydrosilylation of terminal alkynes was developed to prepare vinyldisiloxanes in a highly regio- and stereoselective manner. A number of functional groups, including ether, ester, cyano, nitro, halo, hydroxyl, cyclopropyl, and aryl groups, were tolerated under the optimized conditions. A mechanistic investigation was undertaken by using density functional theory calculations. This approach allows facile entry to unsymmetrical disubstituted (E)-alkenes by Pd-catalyzed cross-coupling reactions.
Vinyldisiloxanes: Their synthesis, cross coupling and applications
Sore, Hannah F.,Boehner, Christine M.,Laraia, Luca,Logoteta, Patrizia,Prestinari, Cora,Scott, Matthew,Williams, Katharine,Galloway, Warren R. J. D.,Spring, David R.
experimental part, p. 504 - 515 (2011/03/17)
During the studies towards the development of pentafluorophenyldimethylsilanes as a novel organosilicon cross coupling reagent it was revealed that the active silanolate and the corresponding disiloxane formed rapidly under basic conditions. The discovery that disiloxanes are in equilibrium with the silanolate led to the use of disiloxanes as cross coupling partners under fluoride free conditions. Our previous report focused on the synthesis and base induced cross coupling of aryl substituted vinyldisiloxanes with aryl halides; good yields and selectivities were achieved. As a continuation of our research, studies into the factors which influence the successful outcome of the cross coupling reaction with both alkyl and aryl substituted vinyldisiloxanes were examined and a proposed mechanism discussed. Further investigation into expanding the breadth and diversity of substituted vinyldisiloxanes in cross coupling was explored and applied to the synthesis of unsymmetrical trans-stilbenes and cyclic structures containing the trans-alkene architecture.
Fluoride-free cross coupling using vinyldisiloxanes
Sore, Hannah F.,Boehner, Christine M.,MacDonald, Simon J. F.,Norton, David,Fox, David J.,Spring, David R.
supporting information; experimental part, p. 1068 - 1071 (2009/05/30)
Vinyldisiloxanes equilibrate with the corresponding silanolates under basic conditions and subsequently undergo palladium catalysed cross coupling with aryl/heteroaryl iodides and bromides. The Royal Society of Chemistry 2009.
