Lehmann Paul, Jopp Stefan
Institute of Chemistry, University of Rostock, Albert-Einstein-Str. 3a, 18059, Rostock, Germany.
Department Life, Light & Matter, University of Rostock, Albert-Einstein-Str. 25, 18059, Rostock, Germany.
Chem Asian J. 2024 Jan 15;19(2):e202300918. doi: 10.1002/asia.202300918. Epub 2023 Dec 8.
The incorporation of carbohydrate based ionic liquids as a support for Novozym 435 was previously studied by the authors for the acrylation of n-butanol as the target substrate, which was used as the foundation for the design of experiments. The combination of carbohydrate based ionic liquids and Novozym 435 remains a key aspect of this work. Building upon this, the reaction parameters were optimized for the Novozym catalyst. Substrate screening was performed to explore the scope and limitations of room temperature acrylation reactions. Herein, different alcohols and reaction conditions were screened extensively for the different acrylate products with yields of up to 99.9 % determined via gas chromatography (GC). Standard straight chain alcohols, 2-functionalized ethanol derivatives with electron donating and withdrawing groups, and more sterically challenging substrates were investigated over a broad concentration region. To further underline the applicability of the modified biocatalyst, two alcohols were converted with methacrylic acid. The presented method offers a greener pathway for acrylate synthesis, which eliminates the need for high reaction temperatures, strongly acidic catalysts and/or polymerization inhibitors as used in non-biocatalytic acrylate synthesis.
作者之前研究了将碳水化合物基离子液体作为诺维信435的载体用于正丁醇的丙烯酸化反应，该反应作为目标底物，被用作实验设计的基础。碳水化合物基离子液体和诺维信435的组合仍然是这项工作的关键方面。在此基础上，对诺维信催化剂的反应参数进行了优化。进行底物筛选以探索室温丙烯酸化反应的范围和局限性。在此，对不同的醇和反应条件进行了广泛筛选，以制备不同的丙烯酸酯产物，通过气相色谱（GC）测定产率高达99.9%。在较宽的浓度范围内研究了标准直链醇、具有供电子和吸电子基团的2-官能化乙醇衍生物以及空间位阻更大的底物。为了进一步强调改性生物催化剂的适用性，用甲基丙烯酸转化了两种醇。所提出的方法为丙烯酸酯合成提供了一条更绿色的途径，消除了非生物催化丙烯酸酯合成中对高反应温度、强酸性催化剂和/或聚合抑制剂的需求。
