关键词: Suzuki-Miyaura coupling continuous-flow molecular convolution pharmaceuticals polymeric palladium catalysts

来  源:   DOI:10.1002/chem.202300494

Abstract:
Given that heterogeneous palladium-catalyzed C-C bond formation reactions under continuous-flow conditions are well suited for the efficient and safe production of pharmaceuticals and functional materials, the development of active and durable catalysts for this purpose is a matter of high practical significance. Here, a previously established molecular convolution methodology was used to synthesize catalysts for Suzuki-Miyaura coupling under flow conditions by blending convoluted polymeric palladium catalysts (prepared from copolymers of 4-vinylpyridine and 4-tert-butylstyrene) and crosslinked polymeric auxiliary materials (prepared from copolymers of divinylbenzene and 4-tert-butylstyrene). The optimal catalyst exhibited high performance and durability and allowed numerous biaryl products such as liquid-crystalline materials, organic electroluminescent materials, and pharmaceuticals to be continuously synthesized with turnover frequencies of up to 238 h-1 . In a demonstration of practical utility, the developed catalytic system was used for the continuous synthesis of two pharmaceuticals (felbinac and fenbufen) in water as the sole solvent.
摘要:
鉴于在连续流条件下的非均相钯催化C-C键形成反应非常适合于药物和功能材料的高效和安全生产,为此目的开发活性和耐用的催化剂具有很高的实际意义。这里,先前建立的分子卷积方法用于在流动条件下通过共混卷积聚合钯催化剂(由4-乙烯基吡啶和4-叔丁基苯乙烯的共聚物制备)和交联聚合辅助材料(由二乙烯基苯和4-叔丁基苯乙烯的共聚物制备)来合成用于Suzuki-Miyaura偶联的催化剂。最佳催化剂表现出高性能和耐久性,并允许许多联芳基产品,如液晶材料,有机电致发光材料,和药物将以高达238h-1的周转频率连续合成。在实际效用的演示中,开发的催化体系用于在作为唯一溶剂的水中连续合成两种药物(felbinac和fenbufen)。
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