Fluorine in Pharmaceuticals: Looking Beyond Intuition

By Klaus Müller, Christoph Faeh, F. Diederich. Science, 2007

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Trifluoromethylation of arenes and heteroarenes by means of photoredox catalysis (2011, background): “The CF 3 group enjoys a privileged role in the realm of medicinal chemistry because its incorporation into small molecules often enhances efficacy by promoting electrostatic interactions with targets, improving cellular membrane permeability, and increasing robustness towards oxidative metabolism o”
Fluorine in medicinal chemistry. (2015, background): “In a systematic study, workers at Roche demonstrated that some rules of thumb could be generated for estimating the pKa of fluorinated alkyl amines; these are summarized in Figure 11[10,26].”