title: New example of hemiporphycene formation from the corrole ring expansion.
abstract: The reaction of 5,10,15-tris(4-tert-butylphenyl)corrole with 2,3-bis(bromomethyl)-5,6-dicyanopyrazine provides a new example of corrole ring expansion to a hemiporphycene derivative. The ring expansion is regioselective, with insertion of the pyrazine derivative at the 5-position of the corrole ring, affording the corresponding 5-hemiporphycene. Different macrocyclic products accompany formation of the 5-hemiporphycene, depending on the reaction experimental conditions. Br-substitued 5-hemiporphycenes and the 2-Br substituted corrole were obtained in 1,2,4-trichlorobenzene, while in refluxing toluene traces of an inner core substituted corrole were observed together with a significant amount of the unreacted corrole. These results provide an important indication of the reaction pathway. The coordination behavior of the 5-hemiporphycene, together with detailed electrochemical characterization of the free-base and some metal complexes, provides evidence for the reactivity of the peripheral pyrazino group.
authors: Department of Chemistry, University of Houston , Houston, Texas 77204-5003, United States.
authors: Yuanyuan
authors: Y
authors: Fang
authors: Federica
authors: F
authors: Mandoj
authors: Sara
authors: S
authors: Nardis
authors: Giuseppe
authors: G
authors: Pomarico
authors: Manuela
authors: M
authors: Stefanelli
authors: Daniel O
authors: DO
authors: Cicero
authors: Sara
authors: S
authors: Lentini
authors: Andrea
authors: A
authors: Vecchi
authors: Yan
authors: Y
authors: Cui
authors: Lihan
authors: L
authors: Zeng
authors: Karl M
authors: KM
authors: Kadish
authors: Roberto
authors: R
authors: Paolesse