title: Structural and molecular characterization of meso-substituted zinc porphyrins: a DFT supported study.
abstract: Structural parameters of a range of over 100 meso-substituted zinc porphyrins were reviewed and compared to show how far the nature of the functional group may affect the interatomic distances and bond angles within the porphyrin core. It was proved that even despite evident deformations of the molecular structure, involving twisting of the porphyrin's central plane, the coupled π-bonding system remains flexible and stable. DFT calculations were applied to a number of selected porphyrins representative for the reviewed compounds to emphasize the relevance of theoretical methods in structural investigations of complex macrocyclic molecular systems. Experimental and DFT-simulated IR spectral data were reported and analyzed in context of the individual molecular features introduced by the meso substituents into the porphyrin moiety base. Raw experimental spectral data, including ¹H- and ¹³C-NMR, UV-Vis, FTIR, XRD, and other relevant physicochemical details have been provided for a specially chosen reference zinc porphyrin functionalized by tert-butylphenyl groups.
authors: Faculty of Chemistry, Opole University, ul. Oleska 48, 45-052 Opole, Poland. rslota@uni.opole.pl
authors: Rudolf
authors: R
authors: Słota
authors: Małgorzata A
authors: MA
authors: Broda
authors: Gabriela
authors: G
authors: Dyrda
authors: Krzysztof
authors: K
authors: Ejsmont
authors: Giuseppe
authors: G
authors: Mele
mesh_terms: D003198:Computer Simulation; D018360:Crystallography, X-Ray; D008855:Microscopy, Electron, Scanning; D008956:Models, Chemical; D008958:Models, Molecular; D011166:Porphyrins / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry; D011789:Quantum Theory; D013055:Spectrophotometry, Infrared; D017550:Spectroscopy, Fourier Transform Infrared; D013499:Surface Properties; D014732:Vibration; D015032:Zinc / Q000737:chemistry*
chemical_list: D011166:Porphyrins; D011758:Pyrroles; D015032:Zinc