A porphyrin fused to four anthracenes

Nicola K S Davis; Amber L Thompson; Harry L Anderson

doi:10.1021/ja109671f

A porphyrin fused to four anthracenes

J Am Chem Soc. 2011 Jan 12;133(1):30-1. doi: 10.1021/ja109671f. Epub 2010 Dec 9.

Authors

Nicola K S Davis¹, Amber L Thompson, Harry L Anderson

Affiliation

¹ Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, UK.

PMID: 21141995
DOI: 10.1021/ja109671f

Abstract

We have synthesized a fused tetraanthracenylporphyrin by oxidation of a meso-anthracenyl nickel(II) porphyrin with FeCl(3). This compound exhibits an intense red-shifted absorption spectrum (λ(max) = 1417 nm; ε = 1.2 × 10(5) M(-1) cm(-1)) and a small electrochemical HOMO-LUMO gap (0.61 eV). The crystal structure shows that it forms π-stacked dimers with a short Ni···Ni distance (3.32 Å).