There has been significant recent interests in microporous organic polymeric (POP) materials due to their potential applications in gas storage and release, chemical separations, and catalysis.  One of the most exciting recent developments has been the synthesis of POPs possessing extraordinarily high surface areas via the Yamamoto-Ullmann cross-coupling of tetrakis(4-bromophenyl)methane monomers. Because these porous aromatic frameworks (PAFs) are comprised of tetrahedral nodes and unsubstituted biphenyl struts, they have been approximately formulated as diamondoid networks.  Their exceptional porosities are attributable to an apparent lack of catenation, a rarity for POPs.  Due to their saturated carbon connectivity, these materials are inert to harsh chemical conditions such as polar solvents, basic or acidic aqueous solutions and moderate temperatures.  Together with their intrinsic porosity, these high stabilities render PAFs as suitable heterogeneous supports for catalytic liquid-phase reactions.  Herein, we describe the synthesis of PAFs functionalized with various Schiff base complexes through a combination of post-synthesis modifcation and metallation of PAF-1-CH2NH2,  which allows us to readily tune the pore environment for catalaytic oxidation of substrates.  This work demonstrates that PAF-1-CH2NH2  is a viable platform for the incorporation of catalytically active sites for future exploration in heterogeneous catalysis.

Porous aromatic frameworks (PAFs) functionalized with metal-Schiff base complexes for catalytic oxidation

248th National Meeting (2014)

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