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使用金属-配体协同钌钳形催化剂对腈进行水合反应。

Hydration of nitriles using a metal-ligand cooperative ruthenium pincer catalyst.

作者信息

Guo Beibei, de Vries Johannes G, Otten Edwin

机构信息

Stratingh Institute for Chemistry , University of Groningen , Nijenborgh 4 , 9747 AG Groningen , The Netherlands . Email:

Leibniz-Institut für Katalyse e. V. an der Universität Rostock , Albert-Einstein-Strasse 29a , 18059 Rostock , Germany.

出版信息

Chem Sci. 2019 Oct 7;10(45):10647-10652. doi: 10.1039/c9sc04624k. eCollection 2019 Dec 7.

Abstract

Nitrile hydration provides access to amides that are important structural elements in organic chemistry. Here we report catalytic nitrile hydration using ruthenium catalysts based on a pincer scaffold with a dearomatized pyridine backbone. These complexes catalyze the nucleophilic addition of HO to a wide variety of aliphatic and (hetero)aromatic nitriles in BuOH as solvent. Reactions occur under mild conditions (room temperature) in the absence of additives. A mechanism for nitrile hydration is proposed that is initiated by metal-ligand cooperative binding of the nitrile.

摘要

腈水合反应可用于制备酰胺,酰胺是有机化学中重要的结构单元。在此,我们报道了基于具有去芳构化吡啶骨架的钳形支架的钌催化剂催化腈水合反应。这些配合物在以丁醇为溶剂的条件下,能催化羟基对多种脂肪族和(杂)芳族腈的亲核加成反应。反应在温和条件(室温)下进行,无需添加剂。我们提出了一种腈水合反应的机理,该机理由腈与金属 - 配体的协同结合引发。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d0b0/7020783/65c39529fa04/c9sc04624k-s1.jpg

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