- Rhodium-catalyzed hydrosilylation of internal alkynes with silane reagents bearing heteroatom substituent. Studies on the regio-/stereochemistry and transformation of the produced alkenylsilanes by rhodium-catalyzed conjugate addition
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Rhodium-catalyzed hydrosilylation of internal alkynes furnished (E)-1,2-disubstituted alkenylsilanes. The obtained alkenylsilane was subjected to reaction with α,β-unsaturated carbonyl compounds in the presence of a rhodium catalyst to undergo conjugate a
- Sanada, Tomoyuki,Kato, Tsuyoshi,Mitani, Makoto,Mori, Atsunori
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- Rh(I)/(III)-N-Heterocyclic Carbene Complexes: Effect of Steric Confinement Upon Immobilization on Regio- and Stereoselectivity in the Hydrosilylation of Alkynes
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Rh(I) NHC and Rh(III) Cp* NHC complexes (Cp=pentamethylcyclopentadienyl, NHC=N-heterocyclic carbene=pyrid-2-ylimidazol-2-ylidene (Py?Im), thiophen-2-ylimidazol-2-ylidene) are presented. Selected catalysts were selectively immobilized inside the mesopores
- Atwi, Boshra,Bauer, Matthias,Buchmeiser, Michael R.,Frey, Wolfgang,Nowakowski, Michal,Panyam, Pradeep K. R.,Ziegler, Felix
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supporting information
p. 17220 - 17229
(2021/11/10)
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- A recyclable and reusable K2PtCl4/Xphos-SO3Na/PEG-400/H2O system for highly regio- and stereoselective hydrosilylation of terminal alkynes
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K2PtCl4/Xphos-SO3Na in a mixture of poly(ethylene glycol) (PEG-400) and water is shown to be a highly regio- and stereoselective catalyst for the hydrosilylation of terminal alkynes with hydrosilanes. The reaction could be conducted under mild conditions, yielding a variety of functionalized β-(E)-vinylsilanes in good to excellent yields with a total β-(E)-selectivity. The isolation of the products is readily performed by extraction with cyclohexane and more importantly, both expensive K2PtCl4 and Xphos-SO3Na in a PEG-400/H2O system could be easily recycled and reused at least eight times without any loss of catalytic activity.
- Xu, Caifeng,Huang, Bin,Yan, Tao,Cai, Mingzhong
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supporting information
p. 391 - 397
(2018/02/07)
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- Rhodium(I) and iridium(I) imidazo[1,5-a]pyridine-1-ylalkylalkoxy complexes: Synthesis, characterization and application as catalysts for hydrosilylation of alkynes
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Abstract Rh(I) and Ir(I) complexes bearing imidazo[1,5-a]pyridine-1-ylalkyl alcohol as chelating N??O-monoanionic ligands were prepared as thermally stable compounds. Their spectroscopic properties and structures were determined based on IR and NMR spectr
- Murai, Toshiaki,Nagaya, Eri,Shibahara, Fumitoshi,Maruyama, Toshifumi,Nakazawa, Hiroshi
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- Silylzincation of carbon-carbon multiple bonds revisited
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The first investigation of the copper-catalyzed silylzincation of alkynes as well as a diene and styrene using bis(triorganosilyl) zinc reagents led to the development of an efficient procedure and the disclosure of an unexpected bissilylation and unfores
- Auer, Gertrud,Oestreich, Martin
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p. 311 - 313
(2008/02/08)
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- Synthesis and characterization of a free phenylene bis(N-heterocyclic carbene) and its di-Rh complex: Catalytic activity of the di-Rh and CCC-NHC Rh pincer complexes in intermolecular hydrosilylation of alkynes
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1,3-Bis(3-butylimidazolium-1-yl)benzene diiodide (1) was reacted with Li(2,2,6,6-tetramethylpiperidine) yielding the free bis-carbene, 1,3-bis(3-butylimidazol-2-ylidene-1-yl)benzene (3), which has been spectroscopically characterized. Combining the free b
- Andavan, Gurusamy Thangavelu Senthil,Bauer, Eike B.,Letko, Christopher S.,Hollis, T. Keith,Tham, Fook S.
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p. 5938 - 5947
(2007/10/03)
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- Chemoselective silylzincation of functionalized terminal alkynes using dianion-type zincate (SiBNOL-Zn-ate): Regiocontrolled synthesis of vinylsilanes
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A regio- and chemoselective silylzincation reaction of various functionalized alkynes was developed using a newly designed dianion-type zincate. Silylzincation of terminal alkynes, followed by electrophilic trapping, proved to be a powerful tool for the one-pot, regiocontrolled generation of trisubstituted functionalized alkenes. The functionalized vinylzincate intermediate also undergoes copper- and palladium-catalyzed C-C bond-forming reactions in high yields and with high regio- and chemoselectivities. Copyright
- Nakamura, Shinji,Uchiyama, Masanobu,Ohwada, Tomohiko
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p. 11146 - 11147
(2007/10/03)
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- Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfldes
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Aliphatic silyl thioketones containing an α-hydrogen atom undergo enethiolization to Z-α-silyl enethiols 2. Compounds 2 react with a variety of halides R3X to give open-chain α-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.
- Bonini, Bianca Flavia,Comes-Franchini, Mauro,Fochi, Mariafrancesca,Mazzanti, Germana,Peri, Francesca,Ricci, Alfredo
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p. 2803 - 2809
(2007/10/03)
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- The Silylcupration of Acetylenes: a Synthesis of Vinylsilanes
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Bis(dimethylphenylsilyl)copper-lithium (1) reacts with hex-1-yne, propyne, acetylene itself, phenylacetylene, and hex-3-yne to give the products of syn addition of the dimethylphenylsilyl group and the copper.The resultant vinylcopper reagents react with a variety of electrophiles, such as the proton, iodine, acyl and alkyl halides, enones, and epoxides, to give vinylsilanes.With the terminal alkynes, the silyl group becomes attached with a high level of regioselectivity to the terminal carbon atom, with the result that the final products are 2,2-disubstituted vinylsilanes.
- Fleming, Ian,Newton, Trevor W.,Roessler, Felix
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p. 2527 - 2532
(2007/10/02)
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