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Anti-Markovnikov addition of 2-mercaptobenzoxazole and 2-mercaptobenzothiazole to trimethoxy(vinyl)silane under solvent- and catalyst-free conditions
Journal of Organometallic Chemistry ( IF 2.3 ) Pub Date : 2020-04-03 , DOI: 10.1016/j.jorganchem.2020.121269
O.M. Trofimova , E.A. Grebneva , Yu.I. Bolgova , D.V. Pavlov , T.I. Vakul’skaya , A.I. Emel’yanov , A.S. Pozdnyakov

The addition of 2-mercaptobenzoxazole or 2-mercaptobenzothiazole to trimethoxy(vinyl)silane was studied. The thiol-ene reaction leads to previously unknown carbofunctional (trimethoxysilyl)ethyl derivatives of 2-mercaptobenzazoles C6H4N(Y)CS(CH2)2Si(OMe)3 (Y = O, S) with anti-Markovnikov orientation. The proposed mechanism is confirmed by EPR spectroscopy and quantum chemical calculations.



中文翻译:

在无溶剂和无催化剂的条件下,将2-巯基苯并恶唑和2-巯基苯并噻唑反马氏添加到三甲氧基(乙烯基)硅烷中

研究了将2-巯基苯并恶唑或2-巯基苯并噻唑添加到三甲氧基(乙烯基)硅烷中。硫醇-烯反应导致2-巯基苯并恶唑的碳官能(三甲氧基甲硅烷基)乙基衍生物先前未知,具有反马氏力取向的C 6 H 4 N(Y)CS(CH 22 Si(OMe)3(Y = O,S) 。所提出的机理已通过EPR光谱学和量子化学计算得到了证实。

更新日期:2020-04-03
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