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The Polar Hydrophobicity of Fluorinated Compounds
Author(s) -
Biffinger Justin C.,
Kim Hong Woo,
DiMagno Stephen G.
Publication year - 2004
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200300910
Subject(s) - polar , fluorine , chemical polarity , polarity (international relations) , schematic , chemistry , dipole , representation (politics) , computational chemistry , chemical physics , property (philosophy) , organic chemistry , combinatorial chemistry , materials science , physics , biochemistry , astronomy , electronic engineering , politics , political science , law , engineering , cell , philosophy , epistemology
Fluorine's peculiar property : The CF bond is marked by a peculiar combination of polarity on nonpolarizability (hardness); this imbues fluorinated compounds with polar hydrophobicity. This property, whereby desolvation of fluorinated surfaces and weak dipolar interactions in organized media drive molecular recognition (see schematic representation), is argued to be a useful design principle and a likely explanation for the abundance of fluorinated compounds in medicinal chemistry.