Bis-anthracene fused porphyrins: synthesis, crystal structure, and near-IR absorption.
Synthesis of fused bis-anthracene porphyrin monomers and dimers has been achieved by oxidative ring closure using FeCl(3) and Sc(OTf)(3)/DDQ, respectively. The fused compounds display red-shifted absorption spectra with maxima in the near-IR at 973 and 1495 nm, respectively, and small electrochemical HOMO-LUMO gaps. The crystal structure of the fully fused bis-anthracene porphyrin shows that it has a regular planar pi-system.
Davis
Nicola K S
NK
Oxford University, Department of Chemistry, Chemistry Research Laboratory 12 Mansfield Road, Oxford OX1 3TA, UK.
Thompson
Amber L
AL
Anderson
Harry L
HL
D000873:Anthracenes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D011166:Porphyrins / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D019265:Spectroscopy, Near-Infrared / Q000379:methods*
D000873:Anthracenes; D011166:Porphyrins; C034020:anthracene