Accelerated photochemical reactions at oil-water interface exploiting melting point depression

IF 44.7 1区综合性期刊 Q1 MULTIDISCIPLINARY SCIENCES Science Pub Date : 2024-02-15 DOI:10.1126/science.adl3092

Ya-Ming Tian, Wagner Silva, Ruth M. Gschwind, Burkhard König

引用次数: 0

Abstract

Water can accelerate a variety of organic reactions far beyond the rates observed in classical organic solvents. However, using pure water as a solvent introduces solubility constraints that have limited the applicability of efficient photochemistry in particular. We report here the formation of aggregates between pairs of arenes, heteroarenes, enamines, or esters with different electron affinities in an aqueous medium, leading to an oil-water phase boundary through substrate melting point depression. The active hydrogen atoms in the reactants engage in hydrogen bonds with water, thereby accelerating photochemical reactions. This methodology realizes appealingly simple conditions for aqueous coupling reactions of complex solid molecules, including complex drug molecules that are poorly soluble in water.

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利用熔点降低加速油水界面的光化学反应。

水可以加速各种有机反应，其速度远远超过在传统有机溶剂中观察到的速度。然而，使用纯水作为溶剂会带来溶解度限制，这尤其限制了高效光化学的适用性。我们在此报告了在水介质中，具有不同电子亲和性的一对壬烷、杂烯、烯胺或酯之间形成的聚集体，通过底物熔点降低导致油水相界。反应物中的活性氢原子与水形成氢键，从而加速光化学反应。这种方法实现了复杂固体分子（包括难溶于水的复杂药物分子）水性偶联反应的简单条件，非常具有吸引力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Science 综合性期刊-综合性期刊

CiteScore

61.10

自引率

0.90%

发文量

审稿时长

2.1 months

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