An approach to the creation of porous materials based on weak coordination and halogen bonding has been developed. A new type of coordination synthon, zinc…nitro recognition, is utilized in the synthesis of square networks. These networks can be made from a variety of trans-A2D2-porphyrin molecules containing nitro groups at the periphery and zinc metal at the core of the chromophore. Synthesis of trans-porphyrins is performed in a modular fashion by a reaction between D (or A) substituted dipyrromethane and A (or D) substituted aryl aldehyde. The dipyrromethane itself is formed from the condensation of aryl aldehyde and pyrrole. It is shown that square networks from these metallated trans-porphyrins can be reliably synthesized, guest molecules can be predictably incorporated, and host architecture can be controllably modulated using synthon interference. These materials have been fully characterized by spectroscopic, calorimetric, and powder and single crystal diffraction techniques.
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Back to The 33rd Northeast Regional Meeting (July 14-17, 2005)