title: Novel route to functionalized tetraaryltetra[2,3]naphthaloporphyrins via oxidative aromatization.
abstract: A novel general route to substituted meso-tetraaryltetra[2,3]naphthaloporphyrins (Ar(4)TNP) and meso-tetraaryloctamethoxytetra[2,3]naphthaloporphyrins (Ar(4)(MeO)(8)TNP) via oxidative aromatization of nonaromatically fused porphyrin precursors is described. Ar(4)(MeO)(8)TNPs exhibit more red-shifted absorption bands than Ar(4)TNPs and differ dramatically in solubility. The first X-ray crystallographic structure of tetranaphthaloporphyrin, i.e., PdAr(4)TNP (Ar = 4-MeO(2)CC(6)H(4)), revealed that the degree of nonplanar distortion of this macrocycle is only slightly higher than that of the homologous tetrabenzoporphyrins (Ar(4)TBP).
authors.affiliation: Department of Biochemistry and Biophysics, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA.
authors.forename: Olga S
authors.initials: OS
authors.lastname: Finikova
authors.forename: Andrei V
authors.initials: AV
authors.lastname: Cheprakov
authors.forename: Patrick J
authors.initials: PJ
authors.lastname: Carroll
authors.forename: Sergei A
authors.initials: SA
authors.lastname: Vinogradov