Alkoxycarbonylation of Unsaturated Phytogenic Substrates Using Palladium Catalysts as a Way for Obtaining Ester Products

N. Sevostyanova, S. Batashev
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Abstract

The synthesis of esters by alkoxycarbonylation of unsaturated phytogenic substrates makes it possible to use alternative feedstocks and solve a series of problems in the chemical industry: resource saving, waste minimization, and improvement of environmental safety and economicalefficiency of the processes being implemented. However, only the production of methyl methacrylate, which includes methoxycarbonylation of ethylene as one of the steps, has been implemented on the industrial scale by now. The aim of this review is to systematize and analyze the literature data published since 2010 on the synthesis of esters by alkoxycarbonylation of phytogenic substrates under mild conditions. It was found that the alkoxycarbonylation of pentenoic and undecenoic acids, oleic, linoleic and erucic acids or their esters as well as terpene compounds – citronellic acid and b-myrcene – has been performed in the indicated period. High yields and selectivities to the linear structured products were reached under mild conditions mostly due to the application of homogeneous palladium-diphosphine catalysts. Results of these studies open up ample opportunities for implementing new industrial processes of alkoxycarbonylation of phytogenic substrates aimed to obtain the advanced chemical products, particularly polymers.
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钯催化剂催化植物源性不饱和底物烷氧羰基化制备酯类产物
不饱和植物性底物烷氧羰基化合成酯类,使替代原料的使用成为可能,并解决了化工行业的一系列问题:节约资源、减少废物、提高所实施工艺的环境安全和经济效率。然而,目前只有以乙烯甲氧羰基化为步骤之一的甲基丙烯酸甲酯的生产实现了工业规模。本文对2010年以来发表的植物源性底物在温和条件下烷氧羰基化合成酯类的文献资料进行了系统整理和分析。发现戊烯酸和十一烯酸、油酸、亚油酸和芥酸或它们的酯以及萜烯化合物-香茅烯酸和b-月桂烯-的烷氧羰基化已在指定的时间内进行。在温和的条件下,对线性结构产物的收率和选择性较高,主要是由于均相钯-二膦催化剂的应用。这些研究结果为实施植物源底物烷氧羰基化的新工业工艺提供了充分的机会,旨在获得先进的化学产品,特别是聚合物。
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