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脒基硅烷对醛和醛亚胺的无过渡金属催化硼氢化反应

Transition metal free catalytic hydroboration of aldehydes and aldimines by amidinato silane.

作者信息

Bisai Milan Kumar, Pahar Sanjukta, Das Tamal, Vanka Kumar, Sen Sakya S

机构信息

Inorganic Chemistry and Catalysis Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411008, India.

Physical and Material Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411008, India.

出版信息

Dalton Trans. 2017 Feb 21;46(8):2420-2424. doi: 10.1039/c6dt04893e.

Abstract

The transition metal free catalytic hydroboration of aldehydes and ketones is very limited and has not been reported with a well-defined silicon(iv) compound. Therefore, we chose to evaluate the previously reported silicon(iv) hydride [PhC(NtBu)SiHCl], (1) as a single component catalyst and found that it catalyzes the reductive hydroboration of a range of aldehydes with pinacolborane (HBpin) under ambient conditions. In addition, compound 1 can catalyze imine hydroboration. DFT calculation was carried out to understand the mechanism.

摘要

醛和酮的无过渡金属催化硼氢化反应非常有限,并且尚未有使用结构明确的硅(IV)化合物的相关报道。因此,我们选择评估先前报道的氢化硅(IV)化合物[PhC(NtBu)SiHCl](1)作为单一组分催化剂,发现它能在环境条件下催化一系列醛与频哪醇硼烷(HBpin)的还原硼氢化反应。此外,化合物1还能催化亚胺硼氢化反应。我们进行了密度泛函理论(DFT)计算以了解其反应机理。

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