Csaba Árvai, Zoltán Medgyesi, Matthew Yuk-Yu LUI, Laszlo Mika
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The production of LA from both plant and animal-based carbohydrate feedstocks via 5-hydroxymethylfurfural or furfuryl alcohol is discussed from a mechanistic perspective, highlighting intrinsic molecular-level limitations to LA formation. The efficiencies of recently developed catalytic systems are also summarized and compared. Furthermore, the conversion of LA into high-value-added downstream chemicals, including its role in the synthesis of complex molecular structures, is overviewed. This section discussed the reactions of LA in the points of view of its various transformations on carbonyl-, carboxy-, methyl-, and methylene functional groups. The reactions of these functionalities with C- ,N-, O-, and S-nucleophiles, alcohols, amines, organometallic reagents, oxygen etc. were thematically summarized. 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引用次数: 0
摘要
生物质被认为是未来化学工业所有碳基消费品的最终可持续资源。生物质在催化转化过程中可生成各种平台化学品,这些化学品可部分甚至完全取代目前合成化学工艺中使用的化石基构件。在这些化合物中,乙酰丙酸(LA)已被公认为 "生物质高附加值化学品 "中的一员,自 Werpy 和 Petersen 于 2004 年发表开创性论文以来,它一直备受关注。本综述总结了乙酰丙酸的特性、最新进展和化学发展。从机理的角度讨论了通过 5-羟甲基糠醛或糠醇从植物和动物基碳水化合物原料中生产 LA 的过程,强调了 LA 形成过程中固有的分子水平限制。还总结并比较了最近开发的催化系统的效率。此外,还概述了将 LA 转化为高附加值下游化学品的过程,包括其在合成复杂分子结构中的作用。本节从羰基、羧基、甲基和亚甲基官能团的各种转化角度讨论了 LA 的反应。专题总结了这些官能团与 C-、N-、O- 和 S-亲核物、醇、胺、有机金属试剂、氧等的反应。我们的综述还展望了与乙酰丙酸有机化学这一广泛研究领域相关的挑战和机遇。
The Chemistry of Levulinic Acid: Its Potential in the Production of Biomass-based Chemicals
Biomass has been identified as the ultimate sustainable resource for all carbon-based consumer products of the chemical industries in the future. Its catalytic conversion leads to the formation of various platform chemicals that could partially or even fully replace the fossil-based building blocks that have been currently used in synthetic chemical processes. Among these compounds, levulinic acid (LA) has been recognized as a member of the "Top Value Added Chemicals from Biomass" and has attracted significant attention since the seminal paper reported by Werpy and Petersen in 2004. This review summarizes the properties, recent advances, and developments in the chemistry of levulinic acid. The production of LA from both plant and animal-based carbohydrate feedstocks via 5-hydroxymethylfurfural or furfuryl alcohol is discussed from a mechanistic perspective, highlighting intrinsic molecular-level limitations to LA formation. The efficiencies of recently developed catalytic systems are also summarized and compared. Furthermore, the conversion of LA into high-value-added downstream chemicals, including its role in the synthesis of complex molecular structures, is overviewed. This section discussed the reactions of LA in the points of view of its various transformations on carbonyl-, carboxy-, methyl-, and methylene functional groups. The reactions of these functionalities with C- ,N-, O-, and S-nucleophiles, alcohols, amines, organometallic reagents, oxygen etc. were thematically summarized. Our review also outlooks to highlight the challenges and opportunities associated with the extensive research area of organic chemistry of levulinic acid.
期刊介绍:
Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry.
The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.