Facile Heck coupling synthesis and characterization of a novel tris(4-(pyridine-4-vinyl)phenyl)methylsilane tridentate core

O. S. Bull, Chioma Don-Lawson
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Abstract

Aromatic rigid ligands with carboxylate, phosphate, or pyridyl terminals are highly important today for application in the manufacturing of metal-organic frameworks (MOFs), covalent organic frameworks (COFs), and other supramolecular structures. Aromatic rigid ligands give rigidity to MOFs and COFs materials. In addition, building units are important in that their judicious selection can result in a 2-D or 3-D framework with moderate or high surface area. Most aromatic linkers are based on carbon centres which are associated with a negative impact on the environment. However, in contrast, silicon-based centres are scarce and benign to the environment, even though they can be prepared facilely via metathesis. Here, we report the facile preparation of a new tris (4-(pyridine-4-vinyl)phenyl) methylsilane using the classical Heck coupling reaction. The bridging ligand was synthesized via the standard Heck coupling of 4-vinylpyridine with tris(4-bromophenyl)(methyl)silane.
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新型三(4-(吡啶-4-乙烯基)苯基)甲基硅烷三叉核的简便赫克偶联合成与表征
目前,具有羧酸根、磷酸根或吡啶基末端的芳香族刚性配体在制造金属有机框架(MOFs)、共价有机框架(COFs)和其他超分子结构中的应用非常重要。芳香族刚性配体赋予 MOFs 和 COFs 材料刚性。此外,构建单元也很重要,因为合理选择构建单元可以形成具有中等或高表面积的二维或三维框架。大多数芳香族连接体以碳中心为基础,而碳中心对环境有负面影响。与此相反,硅基中心非常稀缺,而且对环境无害,尽管它们可以通过复分解反应轻松制备。在此,我们报告了利用经典的赫克偶联反应轻松制备新型三(4-(吡啶-4-乙烯基)苯基)甲基硅烷的过程。桥接配体是通过 4-乙烯基吡啶与三(4-溴苯基)(甲基)硅烷的标准 Heck 偶联反应合成的。
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