Metal-organic frameworks (MOFs) are highly porous and modularly synthesized hybrid organic-inorganic materials, in which rigid organic linkers reticulate metal cluster nodes into an infinite and crystallographically ordered network. In this contribution, we report the synthesis and characterization of two new classes of MOFs, based on (a) extensively fluorinated aromatic carboxylic acids and tetrazoles, and (b) macrocyclic dehydrobenzannulene carboxylic acids. In the first project, extensively fluorinated aromatic carboxylic acids and tetrazoles were prepared through a novel C-H functionalization reaction, and were then exposed to metal sources to produce extensively fluorinated MOFs. These frameworks were characterized by single crystal X-ray diffraction, thermogravimetric analysis and sorption studies, and were shown to be superhydrophobic (water contact angles in excess of 150 degrees). They also promise to have unique adsorption properties and are being investigated as platforms for selective adsorption of oxygen and fluorocarbons. In the second project, large shape-persistent macrocycles based on the phenyleneethynylene motif were synthesized and ornamented with ligating carboxylate groups. Their reticulation into MOFs produced highly proous networks through a new approach in which the framework porosity is 'pre-programmed' in the structure of the organic linker.

Metal-organic frameworks based on extensively fluorinated and dehydrobenzannulenic linkers

247th National Meeting (2014)

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