197312-72-4Relevant academic research and scientific papers
Visible-Light-Induced in Situ Generation of Fischer-Type Copper Carbene Complexes from Acylsilanes and Its Application to Catalytic [4 + 1] Cycloaddition with Siloxydienes
Takeuchi, Taiichi,Aoyama, Tsukasa,Orihara, Kurumi,Ishida, Kento,Kusama, Hiroyuki
supporting information, p. 9490 - 9494 (2021/12/14)
A novel methodology for in situ generation of Fischer-type metal–carbene complexes was developed. Photoirradiation to a mixture of an acylsilane and a cationic copper complex cleanly gave a Fischer-type copper–siloxycarbene complex, which was detected by spectroscopic methods. This carbene complex reacted with siloxydienes in a [4 + 1] cycloaddition manner to give cyclopentene derivatives. It is noteworthy that this reaction proceeds with a catalytic amount of copper through in situ generation of a Fischer-type copper–siloxycarbene complex intermediate.
A new and efficient method for the synthesis of bromosilanes from hydrosilanes using Br3CCOOEt/PdCl2 as the catalyst
Srithanakit, Phatsupha,Chavasiri, Warinthorn
experimental part, p. 2505 - 2507 (2011/05/09)
Bromosilanes were prepared conveniently and efficiently via the reaction of hydrosilanes and Br3CCOOEt in the presence of a catalytic amount of PdCl2 in refluxing THF over 15 min in high yields. The developed methodology was further applied for the one-pot synthesis of silyl ethers and silyl esters in excellent yields.
Triphenylphosphine-catalyzed dehydrogenative coupling reaction of carboxylic acids with silanes - A convenient method for the preparation of silyl esters
Liu, Guo-Bin,Zhao, Hong-Yun,Thiemann, Thies
, p. 807 - 811 (2008/03/27)
Triphenylphosphine has been found to be an efficient catalyst for the dehydrosilylation of carboxylic acids with silanes. In the presence of 4 mol % of triphenylphosphine (PPh3), dehydrosilylation reactions in DMF afforded the corresponding silyl esters at 120 °C in good yield.
Two new catalysts for the dehydrogenative coupling reaction of carboxylic acids with silanes - Convenient methods for an atom-economical preparation of silyl esters
Liu, Guo-Bin,Zhao, Hong-Yun,Thiemann, Thies
, p. 2717 - 2727 (2008/02/12)
Tris(triphenylphosphine)cuprous chloride [Cu(PPh3)3Cl] has been found to be an efficient catalyst for the dehydrosilylation of carboxylic acids with silanes. In the presence of 4 mol% Cu(PPh3)3Cl, dehydrosilylation reactions in acetonitrile afforded the corresponding silyl esters at 80°C in good yields. It was noted that triphenylphosphine itself also functions as an adequate catalyst for the reaction. Copyright Taylor & Francis Group, LLC.
Effective silylation of carboxylic acids under solvent-free conditions with tert-butyldimethylsilyl chloride (TBDMSCL) and triisopropylsilyl chloride (TIPSCL)
Firouzabadi, Habib,Iranpoor, Naser,Shaterian, Hamid Reza
, p. 71 - 81 (2007/10/03)
Varions types of carboxylic acids can be converted effectively to their corresponding TBDMS and TIPS esters using TBDMSCI and TIPSCI in the presence of imidazole under solvent-free conditions. The advantage of this modified method in comparison with that reported by Corey is the elimination of DMF, which eliminates aqueous work-up. The method is not a time-consuming process and the reactions proceed spontaneously. By this method, absolute chemoselectivity for the protection of carboxylic acid functions in the presence of 2°, 3° hydroxyl groups are observed.
