By C.W. Frank
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Extra resources for Spectroscopy Nmr Fluorescence Ft-Ir
These examples demonstrate in an elegant way that multiporphyrin arrays do not only serve to model the photosynthetic reaction center, but highly active catalysts can be designed and synthesized. Here, the axial coordination chemistry to porphyrins is not used to arrange the porphyrins in a speciﬁc way, but rather the porphyrins serve to form an active catalyst via geometry stabilization of the ligated metal complex. A porphyrin calixarene conjugate 23 was also self-assembled using DABCO as a ligand to the zinc metallated porphyrins .
Norsten TB, Branda NR (2001) Adv Mater 13:347 9. Samachetty HD, Branda NR (2005) Chem Commun 22:2840 10. D’Souza F, Smith PM, Gadde S, McCarty AL, Kullman MJ, Zandler ME, Itou M, Araki Y, Ito O (2004) J Phys Chem B 108:11333 11. D’Souza F, El-Khouly ME, Gadde S, McCarty AL, Karr PA, Zandler ME, Araki Y, Ito O (2005) J Phys Chem B 109:10107 12. D’Souza F, Deviprasad GR, Zandler ME, El-Khouly ME, Fujitsuka M, Ito O (2003) J Phys Chem A 107:4801 13. D’Souza F, Chitta R, Gadde S, Zandler ME, McCarty AL, Sandanayaka ASD, Araki Y, Ito O (2005) Chem-Eur J 11:4416 14.
The parasubstituted bisporphyrin cannot adopt the cofacial conformation required for this type of complex and forms a higher-order 2 : 2 intermolecular assembly, which is stable over a wide range of DABCO concentrations. Molecular modelling revealed the energetic reasons for this behavior. The modelled intramolecular complex of DABCO with the para-isomer is 54 kJ mol–1 less stable than the meta-isomer, because a cofacial arrangement of the porphyrin units can only be achieved by distorting the planarity of the amide groups.