As an organic substituent, fluorine can effect dramatic deviations with respect to nonfluorinated analogs on the ultimate efficacy of molecular entities as agrochemicals, therapeutic pharmaceuticals, and functional materials. For many years, hydrogen bonding with fluorine has been a matter of contention due to the inherent difficulty of identifying weak interactions. Literature examples of inappropriate attribution of hydrogen bonds will be presented, as well as a discussion of the effects fluorine has on hydrogen bonding and other nonbonding interactions in the context of an ongoing controversy.

Hydrogen bonding with fluorine

255th National Meeting (2018)

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