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一种双(BICAAC)钯(II)配合物:在赫克-宫泽和铃木-宫浦交叉偶联反应中作为催化剂的合成与应用

A Bis (BICAAC) Palladium(II) Complex: Synthesis and Implementation as Catalyst in Heck-Mizoroki and Suzuki-Miyaura Cross Coupling Reactions.

作者信息

Chakrabortty Soumyadeep, Kaur Mandeep, Adhikari Manu, Manar Krishna K, Singh Sanjay

机构信息

Department of Chemical Sciences, Indian Institute of Science Education and Research Mohali, Knowledge City, Sector 81, SAS Nagar, Mohali 140306, Punjab, India.

出版信息

Inorg Chem. 2021 May 3;60(9):6209-6217. doi: 10.1021/acs.inorgchem.0c03614. Epub 2021 Apr 12.

Abstract

Carbenes are one of the most appealing, well-explored, and exciting ligands in modern chemistry due to their tunable stereoelectronic properties and a wide area of applications. A palladium complex (BICAAC)PdCl with a recently discovered cyclic (alkyl)(amino)carbene having bicyclo[2.2.2] octane skeleton (BICAAC) was synthesized and characterized. The enhanced σ-donating and π-accepting ability of this carbene lend a hand to form a robust Pd-carbene bond, which allowed us to probe its reactivity as a precatalyst in Heck-Mizoroki and Suzuki-Miyaura cross-coupling reactions with low catalyst loading in open-air conditions. The diverse range of substrates was explored for both the cross-coupling reactions. To get a better understanding of the catalytic reactions, several analytical techniques such as field-emission scanning electron microscopy, high-resolution transmission electron microscopy, and powder X-ray diffraction were employed in a conclusive manner.

摘要

由于其可调节的立体电子性质和广泛的应用领域,卡宾是现代化学中最具吸引力、研究最深入且令人兴奋的配体之一。合成并表征了一种钯配合物(BICAAC)PdCl,其含有最近发现的具有双环[2.2.2]辛烷骨架的环状(烷基)(氨基)卡宾(BICAAC)。这种卡宾增强的σ供电子和π吸电子能力有助于形成稳定的钯-卡宾键,这使我们能够在露天条件下以低催化剂负载量探究其作为前催化剂在赫克-水泽交叉偶联反应和铃木-宫浦交叉偶联反应中的反应活性。对这两种交叉偶联反应的多种底物进行了探索。为了更好地理解催化反应,以确凿的方式采用了几种分析技术,如场发射扫描电子显微镜、高分辨率透射电子显微镜和粉末X射线衍射。

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