(5,15-Dianthracen-9-yl-10,20-dihexylporphyrinato)nickel(II): a planar nickel(II) porphyrin

Abstract

The title compound, [Ni(C60H52N4)], is an example of a meso tetra­substituted nickel(II) porphyrin with both meso aryl and alkyl residues. The mol­ecule exhibits a planar macrocycle with an average deviation of the 24 macrocycle atoms from their least-squares plane (Δ24) of 0.01 Å and an average Ni—N bond length of 1.960 (2) Å. The NiII atom lies on a center of inversion. The structure presents a rare example for a planar nickel(II) porphyrin, as meso-substituted nickel(II) porphyrins with either only meso-aryl or with meso-alkyl residues typically exhibit a ruffled conformation.

Suppression of Phase Separation as a Hypothesis to Account for Nuclei or Nanoaggregate Formation by Asphaltenes in Toluene

“…Moreover, whereas nickel porphyrins were completely trapped, approximately 30% of the vanadyl one remained as “free” molecules outside the aggregates . This finding is consistent with the aforementioned molecular fitting because of the geometrical differences between these porphyrines in which the VO group is perpendicular to the pyrrolic ring and the nickel is almost coplanar with the pyrrolic ring …”

“…33 This finding is consistent with the aforementioned molecular fitting because of the geometrical differences between these porphyrines in which the VO group is perpendicular to the pyrrolic ring 46 and the nickel is almost coplanar with the pyrrolic ring. 47 The trapping of compounds is very likely to be the consequence of the porosity of these 3-D asphaltene aggregate webs, which was previously used to represent asphaltene aggregates as fractals. 48 When dissolved in the crude, the pores of these aggregates (host) are occupied by components (guest) other than asphaltenes in which resins and porphyrines are conspicuous components.…”

Inexpensive and Efficient Ullmann Methodology To Prepare Donor-Substituted Porphyrins

“…Both structures are shown in Figure . In both structures, the relative planarity of the nickel porphyrins is quite surprising because in general nickel porphyrins are strongly ruffled . The coordination geometry around the nickel(II) ion is almost square planar in the two structures.…”

Anthracenylporphyrins

“…The molecular structure of 16 also exhibits a planar macrocycle [37]. This is indicated by a ∆24 of 0.01Å and an average Ni-N bond length of 1.960(2)Å.…”