Photophysical properties of a series of free-base corroles.
Four free-base corroles with electron-donating or electron-withdrawing groups on the para or 2 through 6-positons of the meso phenyl rings were prepared via either Paolesse or Gross conditions and investigated for their absorption and emission properties. The triaryl corroles 5,10,15-triphenylcorrole, 5,10,15-tris(pentafluorophenyl)corrole, 5,10,15-tris(p-nitrophenyl)corrole, and 5,10,15-tris(p-methoxyphenyl)corrole were examined. Absorption, steady-state, and time-resolved fluorescence measurements were performed on all compounds in both nonpolar (dichloromethane) and polar (dimethylacetamide) solvents. The experimental evidence points to hydrogen bonding with an internal N-H group as the most likely factor in the solvent-dependent photophysical behavior of these corroles, that is also highly dependent upon substitution.
Ding
Tang
T
Department of Chemistry, The University of Akron, Akron, Ohio 44325-3601, USA.
Alemán
Elvin A
EA
Modarelli
David A
DA
Ziegler
Christopher J
CJ
D045728:Corrinoids / Q000737:chemistry*; D006860:Hydrogen Bonding; D013058:Mass Spectrometry; D008958:Models, Molecular; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry; D010777:Photochemistry; D011166:Porphyrins / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013053:Spectrophotometry
D045728:Corrinoids; D011166:Porphyrins; D012997:Solvents; C431863:corrole; C473700:corrin; D009584:Nitrogen