α,ω-Dicarboxylic acids are important intermediates for the preparation of polyamides, polyesters and polyurethanes. However, their production pathways are limited and usually suffer from low efficiency and environmental problems. Here, we report an innovative approach to synthesize C+2 dicarboxylic acids directly from cyclic ethers by dicarbonylation. Different from the general findings that C+1 monocarboxylic acids are produced by carbonylation of cyclic ethers involving alkene intermediates, in this work, by manipulating the reaction system with RhCl and iodine in acetic acid, diiodide-substituted intermediates were selectively formed and subsequently converted to dicarboxylic acids in the presence of H and CO. As high as 84% yield of adipic acid was obtained directly from tetrahydrofuran. This catalytic system is applicable not only to a wide variety of cyclic ethers but also to different primary diols to synthesize C2-elongated α,ω-dicarboxylic acids. This work provides a novel dicarbonylation strategy for the efficient synthesis of adipic acid, glutaric acid and other important α,ω-dicarboxylic acids (such as 1,7-heptanedioic acid and 1,8-octanedioic acid) that are still not easily synthesized by other methods.

中文翻译：

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通过环醚二羰基化直接合成α,ω-二羧酸


α,ω-二羧酸是制备聚酰胺、聚酯和聚氨酯的重要中间体。然而，它们的生产途径有限，通常存在效率低下和环境问题。在这里，我们报告了一种通过二羰基化直接从环醚合成 C+2 二羧酸的创新方法。与一般发现C+1一元羧酸是通过涉及烯烃中间体的环醚羰基化生成的发现不同，在这项工作中，通过操纵RhCl和碘在乙酸中的反应体系，选择性地形成二碘化物取代的中间体，并随后转化为在 H 和 CO 存在下生成二羧酸。直接从四氢呋喃中获得己二酸，收率高达 84%。该催化体系不仅适用于多种环醚，而且适用于不同的伯二醇合成C2-延长的α,ω-二羧酸。该工作为有效合成己二酸、戊二酸和其他目前仍不易合成的重要α,ω-二羧酸（如1,7-庚二酸和1,8-辛二酸）提供了一种新颖的二羰基化策略。其他方法。