Catalytic amidation of natural and synthetic polyol esters with sulfonamides.,Nature Communications

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Catalytic amidation of natural and synthetic polyol esters with sulfonamides.
Nature Communications ( IF 14.7 ) Pub Date : 2019-08-28 , DOI: 10.1038/s41467-019-11864-9
Hua Liu ₁ , Yi-Ling Zhu ₁ , Zhi Li ₁

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Triacylglycerides are naturally abundant and renewable feedstock for biofuels and chemicals. In this report, these seemingly stable compounds are shown to be reactive toward a variety of sulfonamides under Lewis acid catalysis. In these reactions, alkyl C(sp3)-O bonds are cleaved and C-N bonds constructed, providing functionalized value-added products directly from renewables. Mechanistic and scope study demonstrate that the origin of the reactivity could be the synergy of Lewis acid catalysis and neighboring group participation by the 2- or 3-acyloxy or acylamido group with respect to the reactive site. Since poly(ethylene terephthalate) (PET), a widely available consumer polyester, also contains 1,2-diol diester group as the repeating unit in the main chain, this chemistry can also be applied to efficient depolymerization of PET.

中文翻译：

天然和合成多元醇酯与磺酰胺的催化酰胺化。

甘油三酸酯是自然丰富的可再生原料，用于生物燃料和化学物质。在这份报告中，这些看似稳定的化合物在路易斯酸催化下对多种磺酰胺具有反应性。在这些反应中，烷基C（sp3）-O键被裂解，CN键被构建，直接从可再生能源提供功能化的增值产品。机理和范围研究表明，反应性的起源可能是路易斯酸催化与2-或3-酰氧基或酰基酰胺基团相对于反应位点参与邻近基团的协同作用。由于聚对苯二甲酸乙二醇酯（PET）是一种广泛使用的消费性聚酯，在主链中还包含1,2-二醇二酯基作为重复单元，因此该化学方法也可用于PET的高效解聚。

更新日期：2019-08-28

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