title: Selective nitration and bromination of surprisingly ruffled phosphorus corroles.
abstract: Phosphorus complexes of corrole have recently attracted increasing interest since these compounds can be easily prepared in good yields, are stable, and show unusual optical properties. For these reasons, phosphorus corroles represent a class of interesting compounds to be exploited in the field of material science or for biomedical investigations and the definition of synthetic pathways for their functionalization is an important step to optimize their properties for various applications. We report here the reactivity of the phosphorus complex of 5,10,15-tritolylcorrole in the nitration or bromination reaction. Both these attempts were successful, allowing the preparation of substituted phosphorus corroles, which can be used as intermediates of more complex architectures endowed with useful properties. Furthermore, the crystallographic characterization of both complexes shows that they have an unusual ruffled geometry of the corrole core, a conformation that has not been considered possible for such a macrocycle.
authors.affiliation: Department of Chemical Science and Technologies, Università di Roma Tor Vergata, 00133 Roma, Italy.
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Pomarico
authors.affiliation: Department of Physics "E. Amaldi", Università di Roma Tre, 00146 Roma, Italy.
authors.forename: Luca
authors.initials: L
authors.lastname: Tortora
authors.affiliation: Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA.
authors.forename: Frank R
authors.initials: FR
authors.lastname: Fronczek
authors.affiliation: Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA.
authors.forename: Kevin M
authors.initials: KM
authors.lastname: Smith
authors.affiliation: Department of Chemical Science and Technologies, Università di Roma Tor Vergata, 00133 Roma, Italy. Electronic address: roberto.paolesse@uniroma2.it.
authors.forename: Roberto
authors.initials: R
authors.lastname: Paolesse
mesh_terms: D054879:Halogenation; D015394:Molecular Structure; D009566:Nitrates / Q000737:chemistry*; D010758:Phosphorus / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry*
chemical_list: D009566:Nitrates; D011166:Porphyrins; C431863:corrole; D010758:Phosphorus
keywords: Bromination; Corrole; Nitration; Porphyrinoid; Ruffling