Chemical Communications · 2019 · 17 citations · 38 references
Natural SciencesChemistryMaterials ScienceMolecular PhysicsPolymer ChemistrySupramolecular ChemistryCarboxylic AcidsIntermolecular InteractionsMacromolecular AssemblySelf-assembled MaterialsSelf-assemblySupramolecular MaterialsBimolecular ReactionsDicarboxylic AcidsHydrogen-bonded NetworksMolecular Self-assemblyMonolayersSelf-assembled Monolayer FormationSelf-assembled MonolayersSupramolecular Self-assembly
We compare the ability of a prototypical dicarboxylic acid and its fluorinated analogue to act as molecular building blocks for the formation of self-assembled monolayers. Whilst fluorination is found to prevent homomolecular self-assembly, it greatly increases the ability of the carboxylic acid to act as a hydrogen bond donor for the formation of bimolecular networks.
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Some influences of fluorine in bioorganic chemistry
David O’Hagan, Henry S. Rzepa · Chemical Communications · 1997 · 472 citations
Michael H. Abraham, Priscilla L. Grellier, David V. Prior et al. · Journal of the Chemical Society Perkin Transactions 2 · 1989 · 355 citations