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含钯纳米粒子作为 Negishi 偶联反应在水中的催化剂...

ppm Pd-Containing Nanoparticles as Catalysts for Negishi Couplings … in Water.

机构信息

Department of Chemistry & Biochemistry, University of California, Santa Barbara, CA 93106, USA.

出版信息

Angew Chem Int Ed Engl. 2022 Sep 26;61(39):e202209784. doi: 10.1002/anie.202209784. Epub 2022 Aug 22.

DOI:10.1002/anie.202209784
PMID:35921246
Abstract

New technology is reported that enables Negishi couplings to be run under sustainable, far greener conditions. Thus, ppm Pd-containing nanoparticles (NPs) have been developed that catalyze couplings in recyclable water under very mild conditions. These heterogeneous reactions involve loadings of Pd of typically only 2500 ppm (0.25 mol %). Highly functionalized aromatic and heteroaromatic bromides readily participate, including examples taken from the Merck Informer Library indicative of the functional group tolerance associated with these couplings. Direct comparisons with existing literature routes are made. Very low residual levels of Pd in newly formed products are to be expected, as determined by ICP-MS. The reagent involved has been extensively characterized via DLS, TEM, cryo-TEM, and EDX measurements.

摘要

有报道称,新技术可使 Negishi 偶联反应在可持续的、绿色环保条件下进行。因此,开发了含有钯(ppm Pd)的纳米颗粒(NPs),可在非常温和的条件下,在可回收的水中催化偶联反应。这些多相反应中钯的负载量通常仅为 2500ppm(0.25mol%)。高功能化的芳香族和杂芳族溴化物很容易参与反应,包括来自默克信息库(Merck Informer Library)的实例,这些实例表明了与这些偶联反应相关的官能团耐受性。与现有文献路线进行了直接比较。通过 ICP-MS 测定,新形成的产物中钯的残留水平非常低。所涉及的试剂已通过 DLS、TEM、低温 TEM 和 EDX 测量进行了广泛的表征。

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