Structural and Molecular Characterization of meso-Substituted Zinc Porphyrins: A DFT Supported Study

6533b826fe1ef96bd128466f

RESEARCH PRODUCT

Structural and Molecular Characterization of meso-Substituted Zinc Porphyrins: A DFT Supported Study

Krzysztof Ejsmont Rudolf Słota Gabriela Dyrda Małgorzata A. Broda Giuseppe Mele

subject

Models Molecular zinc porphyrins; molecular structure; DFT theoretical calculations; IR spectra Porphyrins Spectrophotometry Infrared Stereochemistry Surface Properties Pharmaceutical Science chemistry.chemical_element Infrared spectroscopy Context (language use)molecular structure Zinc Crystallography X-Ray Vibration Article Analytical Chemistry lcsh:QD241-441 chemistry.chemical_compound DFT theoretical calculations lcsh:Organic chemistry Computational chemistry Drug Discovery zinc porphyrins molecular structure DFT theoretical calculations IR spectra Spectroscopy Fourier Transform Infrared Molecule Moiety Computer Simulation Pyrroles Physical and Theoretical Chemistry IR spectra Organic Chemistry Porphyrin zinc porphyrins Zinc Molecular geometry chemistry Models Chemical Chemistry (miscellaneous)Functional group Microscopy Electron Scanning Molecular Medicine Quantum Theory

description

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.

year	journal	country	edition	language
2011-12-01	Molecules

10.3390/molecules16129957 https://doi.org/10.3390/molecules16129957