Studer A, Hadida S, Ferritto R, Kim S Y, Jeger P, Wipf P, Curran D P
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
Science. 1997 Feb 7;275(5301):823-6. doi: 10.1126/science.275.5301.823.
Recovery and purification difficulties can limit the yield and utility of otherwise successful organic synthesis strategies. A "fluorous synthesis" approach is outlined in which organic molecules are rendered soluble in fluorocarbon solvents by attachment of a suitable fluorocarbon group. Fluorocarbon solvents are usually immiscible in organic solutions, and fluorous molecules partition out of an organic phase and into a fluorous phase in a standard liquid-liquid extraction. Simple yet substantive separations of organic reaction mixtures are achieved without resorting to chromatography. Because fluorous synthesis combines in many respects the favorable purification features of solid-phase synthesis with the favorable reaction, identification, and analysis features of traditional organic synthesis, it should prove valuable in the automated synthesis of libraries of individual pure organic compounds.
回收和纯化方面的困难可能会限制原本成功的有机合成策略的产率和实用性。本文概述了一种“氟相合成”方法，即通过连接合适的氟碳基团使有机分子可溶于氟碳溶剂。氟碳溶剂通常与有机溶液不混溶，在标准液 - 液萃取中，含氟分子会从有机相分配到氟相。无需借助色谱法就能实现有机反应混合物简单而有效的分离。由于氟相合成在许多方面兼具固相合成良好的纯化特性以及传统有机合成良好的反应、鉴定和分析特性，因此在单个纯有机化合物库的自动化合成中应具有重要价值。
