- Functionalized vinylsilanes via highly efficient and recyclable Pt-nanoparticle catalysed hydrosilylation of alkynes
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A mild, selective and facile synthesis of vinylsilanes via a recyclable platinum nanoparticle catalysed hydrosilylation of alkynes is reported. Various functionalized alkynes are selectively hydrosilylated to furnish functional β-E vinylsilanes in high yi
- Chauhan, Bhanu P. S.,Sarkar, Alok
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p. 8709 - 8715
(2017/07/24)
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- Regioselectivity of Stoichiometric Metathesis of Vinylsilanes with Second-Generation Grubbs Catalyst: A Combined DFT and Experimental Study
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The regioselectivity of metathesis reactions of trisubstituted vinylsilanes H2C=CHSiR3 (SiR3 = SiCl3, SiCl2Me, SiClMe2, SiMe3, Si(OEt)3) with the second-generation rut
- ?liwa, Pawe?,Kurleto, Kamil,Handzlik, Jaros?aw,Rogalski, Szymon,Zak, Patrycja,Wyrzykiewicz, Bozena,Pietraszuk, Cezary
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supporting information
p. 621 - 628
(2016/03/25)
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- Platinum(0) olefin complexes of a bulky terphenylphosphine ligand. Synthetic, structural and reactivity studies
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A novel terphenylphosphine PMe2ArDipp2 (1) (Dipp = 2,6-iPr2C6H3) forms stable Pt(0) complexes with ethene and 3,3-dimethylbut-1-ene that behave as sources of the reactive Pt(PMe
- Ortega-Moreno, Laura,Peloso, Riccardo,Maya, Celia,Suárez, Andrés,Carmona, Ernesto
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supporting information
p. 17008 - 17011
(2015/12/01)
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- Dual role of silanol groups in cyclopropanation and Hiyama-Denmark cross-coupling reactions
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"Chemical Equation Presented" Di-tert-butoxy(alkenyl)silanols serve as substrates in the Simmons-Smith cyclopropanation reaction furnishing the corresponding di-tertbutoxy(cyclopropyl)silanols, which may be Included In a Hiyama-Denmark cross-coupling reaction. The silanol group bears two distinct roles as it provides a directing group during the cyclopropanation and mediates the transmetalation event in the cross-coupling. The nature of the ligands on the silicon atom had a profound effect on reactivity in the cross-coupling, whereby substituting the alkoxide groups for fluorides allowed for efficient cross-coupling.
- Beaulieu, Louis-Philippe B.,Delvos, Lukas B.,Charette, Andre B.
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supporting information; experimental part
p. 1348 - 1351
(2010/06/17)
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- The effect of substituents at silicon on the cross-metathesis of trisubstituted vinylsilanes with olefins
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Efficient cross-metathesis of vinylsilanes, carrying a large spectrum of different substituents at silicon, with various olefins in the presence of the first and second generation Grubbs catalyst and Hoveyda-Grubbs catalyst is described. On the basis of the results of equimolar reactions of vinylsilanes with ruthenium alkylidene complexes and experiments with deuterium-labelled reagents, a general, metallacarbene mechanism for the cross-metathesis of trisubstituted vinylsilanes with olefins has been suggested. Reaction was proved to be a valuable method for synthesis of unsaturated organosilicon derivatives.
- Pietraszuk, Cezary,Fischer, Helmut,Rogalski, Szymon,Marciniec, Bogdan
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p. 5912 - 5921
(2007/10/03)
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- Cross-metathesis of vinylsilanes carrying electron-withdrawing substituents with olefins in the presence of the second-generation Grubbs catalyst
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The efficient cross-metathesis of vinylsilanes carrying electron-withdrawing substituents with various olefins is described. High yields and selectivities were obtained when styrene, 1-hexene, and selective functional allyl derivatives were used as the ol
- Pietraszuk, Cezary,Marciniec, Bogdan,Fischer, Helmut
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p. 7121 - 7124
(2007/10/03)
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- Asymmetric synthesis of 1-aryl-1,2-ethanediols from arylacetylenes by palladium-catalyzed asymmetric hydrosilylation as a key step
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Double hydrosilylation of arylacetylenes with trichlorosilane catalyzed first by platinum and second by a chiral monophosphine-palladium complex generated the corresponding 1,2-bis(silyl)-1-arylethanes, the oxidation of which with hydrogen peroxide gave 1-aryl-1,2-diols of high enantiomeric purity (94-98% ee) in high yields. Copyright
- Shimada, Toyoshi,Mukaide, Kotaro,Shinohara, Akihiro,Han, Jin Wook,Hayashi, Tamio
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p. 1584 - 1585
(2007/10/03)
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- Hydrosilylation of alkynes catalyzed by platinum on carbon
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Hydrosilylation of terminal and internal alkynes with chlorosilanes, alkylsilanes, and alkoxysilanes catalyzed by platinum on carbon are discussed. The yields of the isolated vinylsilanes are high and the selectivity of the product depends on the silane u
- Chauhan, Moni,Hauck, Brian Jay,Keller, Lindsay P,Boudjouk, Philip
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- Competitive acylation of arylstyrylsilanes: Controlling silanucleophile reactivity
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Electrophilic substitution reactions occurred cleanly between acyl cations and arylstyrylsilanes 2-4. With an unsubstituted aryl group, 2 underwent transfer of the styryl group to form styryl ketone 5 as would be predicted from previous kinetic studies. With increasing methyl group substitution of the aryl group, aryl group transfer occurred competitively such that 3 showed a 2:1 preference for destyrylation: dearylation giving 10:11 while 4 underwent exclusive transfer of the mesityl group to give mesityl ketones 6-8. These results are not consistent with electrophilic aromatic substitution reactions of nonsilylated compounds. With increasing methyl group substitution of the aryl group, its reactivity should increase for electronic reasons but not to the extent that is surpasses that of the styryl group. When the silyl group is flanked by methyl groups, however, cleavage of the silicon-aryl bond is additionally facilitated by the relief of steric congestion such that this process occurs preferentially to transfer of the styryl group.
- Brook, Michael A.,Henry, Courtney
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p. 861 - 868
(2007/10/03)
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- Transition Metal Complexes of Troeger's Base and their Catalytic Activity for the Hydrosilylation of Alkynes
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Rhodium(III) and iridium(III) complexes of Troeger's base (TB), of structural type TB*2MCl3 (M=Rh, Ir), were prepared by treatment of TB with MCl3.The rhodium complex readily catalyzed the hydrosilylation of alkynes with high regio- and stereoselectively observed in some cases.
- Goldberg, Yuri,Alper, Howard
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p. 369 - 372
(2007/10/02)
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- The β-Effect: Changing the Ligands on Silicon
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The ability of a silyl group to stabilize a carbocation β to silicon, the β-effect, is directly related to the electron-withdrawing ability of the groups on silicon.This was shown by using the degree of syn addition of bromine to (E)-β-silylstyrenes as a
- Brook, Michael A.,Neuy, Axel
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p. 3609 - 3616
(2007/10/02)
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- An Examination of the β-Effect in an Addition Reaction with Different Ligands on Silicon
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The degree of cis-addition of bromine to a series of β-silylstyrenes may be used to compare the ability of silicon atoms bearing a variety of different ligands to stabilize a β-carbocation.
- Brook, Michael A.,Hadi, Mahmud A.,Neuy, Axel
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p. 957 - 959
(2007/10/02)
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- 1H, 13C and 29Si NMR study of α- and β-silylstyrenes and their adducts with dichlorocarbene
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1H, 13C and 29NMR spectra for the α- and β-silylstyrenes (E)-PhCH=CHSiR3 (I) and PhC(SiR3)=CH2 (II) (R = Cl, Me, Ph), and those for some dichlorocarbene adducts of I and II (R = Me, Ph), were examined.From the 13C NMR data, the phenyl substituent in the m
- E. Liepins,Goldberg, Yu.,Iovel, I.,Lukevics, E.
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p. 301 - 312
(2007/10/02)
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