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细菌纳米纤维素(BNC)的生产及其作为固体载体在过渡金属催化交叉偶联反应中的应用。

Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions.

机构信息

Institute of Molecular Genetics and Genetic Engineering, University of Belgrade, Vojvode Stepe 444a, 11000 Belgrade, Serbia.

University of Belgrade, Faculty of Chemistry, Studentski trg 16, P.O. Box 51, 11158 Belgrade, Serbia.

出版信息

Int J Biol Macromol. 2019 May 15;129:351-360. doi: 10.1016/j.ijbiomac.2019.01.154. Epub 2019 Jan 30.

Abstract

Bacterial nanocellulose (BNC) emerged as an attractive advanced biomaterial that provides desirable properties such as high strength, lightweight, tailorable surface chemistry, hydrophilicity, and biodegradability. BNC was successfully obtained from a wide range of carbon sources including sugars derived from grass biomass using Komagataeibacter medellinensis ID13488 strain with yields up to 6 g L in static fermentation. Produced BNC was utilized in straightforward catalyst preparation as a solid support for two different transition metals, palladium and copper with metal loading of 20 and 3 wt%, respectively. Sustainable catalysts were applied in the synthesis of valuable fine chemicals, such as biphenyl-4-amine and 4'-fluorobiphenyl-4-amine, used in drug discovery, perfumes and dye industries with excellent product yields of up to 99%. Pd/BNC catalyst was reused 4 times and applied in two consecutive reactions, Suzuki-Miyaura cross-coupling reaction followed by hydrogenation of nitro to amino group while Cu/BNC catalyst was examined in Chan-Lam coupling reaction. Overall, the environmentally benign process of obtaining nanocellulose from biomass, followed by its utilisation as a solid support in metal-catalysed reactions and its recovery has been described. These findings reveal that BNC is a good support material, and it can be used as a support for different catalytic systems.

摘要

细菌纳米纤维素(BNC)作为一种有吸引力的先进生物材料出现,具有高强度、轻量级、可定制的表面化学性质、亲水性和可生物降解性等理想特性。使用 Komagataeibacter medellinensis ID13488 菌株,可以从包括草生物质衍生的糖在内的各种碳源中成功获得 BNC,在静态发酵中产量高达 6g/L。所生产的 BNC 被直接用作两种不同过渡金属钯和铜的固体载体,其金属负载量分别为 20 和 3wt%。可持续催化剂应用于有价值的精细化学品的合成,如用于药物发现、香水和染料工业的联苯-4-胺和 4'-氟联苯-4-胺,产率高达 99%。Pd/BNC 催化剂重复使用了 4 次,并应用于两个连续的反应,即 Suzuki-Miyaura 交叉偶联反应和硝基到氨基的加氢反应,而 Cu/BNC 催化剂则在 Chan-Lam 偶联反应中进行了考察。总之,从生物质中获得纳米纤维素的环境友好过程,随后将其用作金属催化反应中的固体载体及其回收已被描述。这些发现表明 BNC 是一种良好的支撑材料,可用于不同催化体系的支撑。

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