A. Studer et al., FLUOROUS SYNTHESIS - A FLUOROUS-PHASE STRATEGY FOR IMPROVING SEPARATION EFFICIENCY IN ORGANIC-SYNTHESIS, Science, 275(5301), 1997, pp. 823-826
Recovery and purification difficulties can limit the yield and utility
of otherwise successful organic synthesis strategies. A ''fluorous sy
nthesis'' approach is outlined in which organic molecules are rendered
soluble in fluorocarbon solvents by attachment of a suitable fluoroca
rbon group. Fluorocarbon solvents are usually immiscible in organic so
lutions, and fluorous molecules partition out of an organic phase and
into a fluorous phase in a standard liquid-liquid extraction. Simple y
et substantive separations of organic reaction mixtures are achieved w
ithout resorting to chromatography. Because fluorous synthesis combine
s in many respects the favorable purification features of solid-phase
synthesis with the favorable reaction, identification, and analysis fe
atures of traditional organic synthesis,it should prove valuable in th
e automated synthesis of libraries of individual pure organic compound
s.