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Mild catalytic deoxygenation of amides promoted by thorium metallocene.
Dalton Transactions ( IF 4 ) Pub Date : 2020-08-17 , DOI: 10.1039/d0dt02770g
Sayantani Saha 1 , Moris S Eisen 1
Affiliation  

The organoactinide-catalyzed (Cp*2ThMe2) hydroborated reduction of a wide range of tertiary, secondary, and primary amides to the corresponding amines/amine–borane adducts via deoxygenation of the amides is reported herein. The catalytic reactions proceed under mild conditions with low catalyst loading and pinacolborane (HBpin) concentration in a selective fashion. Cp*2ThMe2 is capable of efficiently catalysing the gram-scale reaction without a drop in efficiency. The amine–borane adducts are successfully converted into free amine products in high conversions, which increases the usefulness of this catalytic system. A plausible mechanism is proposed based on detailed kinetics, stoichiometric, and deuterium labeling studies.

中文翻译:

or金属茂促进的酰胺的轻度催化脱氧。

本文报道了有机act系元素催化的(Cp * 2 ThMe 2通过酰胺的脱氧作用将各种叔,仲和伯酰胺的硼氢化还原为相应的胺/胺-硼烷加合物。催化反应在温和条件下进行,催化剂负载量低且频哪醇硼烷(HBpin)浓度高,选择性进行。Cp * 2 ThMe 2能够有效地催化克级反应而不降低效率。胺-硼烷加合物已成功以高转化率转化为游离胺产物,这增加了该催化体系的实用性。根据详细的动力学,化学计量和氘标记研究,提出了一种可行的机理。
更新日期:2020-09-22
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