Double Porphyrin Cage Compounds

The synthesis and characterization of double porphyrin cage compounds are described. They consist of two porphyrins that are each attached to a diphenylglycoluril‐based clip molecule via four ethyleneoxy spacers, and are linked together by a single alkyl chain using “click”‐chemistry. Following a newly developed multistep synthesis procedure we report three of these double porphyrin cages, linked by spacers of different lengths, i.e. 3, 5, and 11 carbon atoms. The structures of the double porphyrin cages were fully characterized by NMR, which revealed that they consist of mixtures of two diastereoisomers. Their zinc derivatives are capable of forming sandwich‐like complexes with the ditopic ligand 1,4‐diazabicyclo[2,2,2]octane (dabco).
The synthesis of double porphyrin cage compounds based on glycoluril is described. Through a multistep synthesis, three double cage compounds linked by spacers of variable length are obtained. The binding and conformational properties of their zinc derivatives towards the ditopic ligand dabco have been investigated into detail.John Wiley & Sons, Ltd.