title: Nitrothienylporphyrins: Synthesis, crystal structure and, the effect of position and number of nitro groups on the spectral and electrochemical properties.
abstract: This article describes the investigation on the effect of orientation of the meso thienyl groups of porphyrins in deciding the site of nitration. The thienyl rings present at the meso position is found to be more susceptible for electrophilic nitration reaction than the pyrrole β-position in the molecules where there is a better conjugation between the thienyl rings and the porphyrin π-system. Signal corresponding to the imino hydrogens in the proton NMR spectrum of meso nitrothienylporphyrins get shifted to upfield with increase in the number of nitro groups on the porphyrin. This is also due to the extended conjugation of the porphyrins π-system with the meso thienyl rings. The above observations are also supported by the redox potentials of those compounds.
authors.affiliation: Department of Chemistry, Birla Institute of Technology and Science, Pilani - K. K. Birla Goa Campus, Zuarinagar 403 726, Goa, India. prasad24487@yahoo.co.in
authors.forename: R
authors.initials: R
authors.lastname: Prasath
authors.forename: R J
authors.initials: RJ
authors.lastname: Butcher
authors.forename: P
authors.initials: P
authors.lastname: Bhavana
mesh_terms: D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009574:Nitro Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D011166:Porphyrins / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D009574:Nitro Compounds; D011166:Porphyrins