Publication Date:
1997-02-07
Description:
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.〈br /〉〈span class="detail_caption"〉Notes: 〈/span〉Studer, A -- Hadida, S -- Ferritto, R -- Kim, S Y -- Jeger, P -- Wipf, P -- Curran, D P -- New York, N.Y. -- Science. 1997 Feb 7;275(5301):823-6.〈br /〉〈span class="detail_caption"〉Author address: 〈/span〉Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.〈br /〉〈span class="detail_caption"〉Record origin:〈/span〉 〈a href="http://www.ncbi.nlm.nih.gov/pubmed/9012347" target="_blank"〉PubMed〈/a〉
Keywords:
Benzamides/*chemical synthesis/chemistry
;
Benzoates/*chemical synthesis/chemistry
;
Chemistry, Organic/*methods
;
Cyclohexylamines/*chemical synthesis/chemistry
;
Fluorocarbons/*chemistry
;
Nitriles/chemistry
;
Pyrimidinones/*chemical synthesis/chemistry
;
Solubility
;
Solvents
Print ISSN:
0036-8075
Electronic ISSN:
1095-9203
Topics:
Biology
,
Chemistry and Pharmacology
,
Computer Science
,
Medicine
,
Natural Sciences in General
,
Physics
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