- Room temperature silylation of alcohols catalyzed by metal organic frameworks
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The commercial Al(OH)(BDC) (BDC: 1,4-benzenedicarboxylic acid) metal organic framework (Basolite A100) is a suitable heterogeneous catalyst for the silylation of benzylic and aliphatic alcohols by hexamethyldisilazane in toluene at room temperature. Al(OH
- Dhakshinamoorthy, Amarajothi,Santiago-Portillo, Andrea,Concepción, Patricia,Herance, José R.,Navalón, Sergio,Alvaro, Mercedes,Garcia, Hermenegildo
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p. 2445 - 2449
(2017/07/24)
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- Phase-Transfer Catalyzed O-Silyl Ether Deprotection Mediated by a Cyclopropenium Cation
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The use of a cyclopropenium cation as a phase-transfer catalyst for O-silyl ether deprotection is reported. Mechanistic insight into this deprotection methodology derived by linear free-energy relationships (LFER), quantum theory of atoms in molecules (QTAIM), and density functional theory (DFT) calculations are also provided.
- Mir, Roya,Dudding, Travis
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p. 709 - 714
(2017/04/26)
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- Polystyrene-gallium trichloride complex: A mild, highly efficient, and recyclable polymeric lewis acid catalyst for chemoselective silylation of alcohols and phenols with hexamethyldisilazane
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Polystyrene-supported gallium trichloride (PS/GaCl3) as a highly active and reusable heterogeneous Lewis acid effectively activates hexamethyldisilazane (HMDS) for the efficient silylation of alcohols and phenols at room temperature. In this he
- Rahmatpour, Ali,Vakili, Ali,Azizian, Setare
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p. 443 - 451
(2013/12/04)
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- Gold nanoparticles-catalyzed activation of 1,2-disilanes: Hydrolysis, silyl protection of alcohols and reduction of tert-benzylic alcohols
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Gold nanoparticles supported on TiO2 catalyze under mild conditions the activation of a series of 1,2-disilanes towards hydrolysis and alcoholysis, with concomitant evolution of H2 gas. For the case of tert-benzyl alcohols, the main or only pathway is reduction to the corresponding alkanes.
- Gryparis, Charis,Stratakis, Manolis
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supporting information
p. 10751 - 10753,3
(2020/09/02)
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- Highly atom economical uncatalysed and I2-catalysed silylation of phenols, alcohols and carbohydrates, using HMDS under solvent-free reaction conditions (SFRC)
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An uncatalysed silylation of phenols, regardless on the aggregate state and nature of the substituents with 0.55 equiv of HMDS under solvent-free reaction conditions (SFRC) at room temperature is reported. Sterically hindered phenols, carbohydrates and most of the alcohols additionally required a catalytic amount (up to 2 mol %) of iodine. The reaction protocol is very simple; obtaining a pure product, particularly of uncatalysed reactions, was frequently a completely solvent-free process.
- Jereb, Marjan
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experimental part
p. 3861 - 3867
(2012/06/30)
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- Cross-linked poly(4-vinylpyridine/styrene) copolymer-supported bismuth(III) triflate: An efficient heterogeneous catalyst for silylation of alcohols and phenols with HMDS
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Cross-linked poly(4-vinylpyridine/styrene) copolymer-supported bismuth(III) triflate (30P/S-Bi) effectively activates hexamethyldisilazane (HMDS) for the silylation of alcohols and phenols. By the use of this heterogeneous catalytic system, a wide range of alcohols as well as phenols are converted into their corresponding trimethylsilyl ethers in high yield under mild reaction conditions. The catalyst was reused more than 10 times without significant loss of its catalytic activity.
- Lee, Sang-Hyeup,Kadam, Santosh T.
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experimental part
p. 608 - 615
(2011/11/12)
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- Facile method for trimethylsilylation of alcohols using hexamethyldisilazane and ammonium thiocyanate under neutral conditions
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A highly efficient method for trimethylsilylation of primary, secondary, tertiary, allylic, and a variety of sugar-derived alcohols using hexamethyldisilazane in the presence of a catalytic amount of ammonium thiocyanate under neutral conditions is reported. Copyright Taylor & Francis Group, LLC.
- Jadhav, Vrushali H.,Kumar, K. S. Ajish,Chaudhari, Vinod D.,Dhavale, Dilip D.
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p. 1363 - 1370
(2008/02/01)
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- Palladium-catalyzed silylation of alcohols with hexamethyldisilane
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The combination of hexamethyldisilane and a catalytic amount of [PdCl(η3-C3H5)]2-PPh 3 was found to be effective for the trimethylsilylation of alcohols, where both of the two trimethylsilyl groups of hexamethyldisilane were transferred to alcohols without coproduction of any stoichiometric amount of byproduct but H2. The Royal Society of Chemistry 2006.
- Shirakawa, Eiji,Hironaka, Koji,Otsuka, Hidehito,Hayashi, Tamio
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p. 3927 - 3929
(2007/10/03)
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- Facile O-silylation of tertiary alcohols in the presence of Mg-metal
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Treatment of aliphatic alcohols with trimethylsilyl chloride (TMSCl) in N,N-dimethylformamide (DMF) containing Mg-turning at room temperature brought about facile and efficient O-silylation to give the corresponding trimethylsilyl ethers in good to excellent yields. This method can be also available for sterically hindered tert-alcohols and alcohols having a variety of substituents which may be labile under the basic conditions used in the conventional O-silylation.
- Nishiguchi, Ikuzo,Kita, Yoshio,Watanabe, Masamitsu,Ishino, Yoshio,Ohno, Toshinobu,Maekawa, Hirofumi
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p. 1025 - 1027
(2007/10/03)
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- Me3SiCl-ASSISTED 1,2-ADDITION OF ORGANOCUPRATES TO CARBONYL COMPOUNDS
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Me3SiCl not only accelerates the 1,2-additions of organocopper reagents to carbonyl compounds, but also enhances the Cram diastereoselectivity of the addition to a chiral aldehyde.
- Matsuzawa, Satoshi,Isaka, Masahiko,Nakamura, Eiichi,Kuwajima, Isao
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p. 1975 - 1978
(2007/10/02)
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