Iodine → HCID 173327927, compound

Participants

Reaction Conditions

Reaction Steps

50 mg (0.11 mmol) of 5,15-diphenylporphyrin was dissolved in 50 ml of dry CHCl3. To the stirred solution was added 3 ml of a solution of iodine in chloroform (0.055M). Finally, a solution of 50 mg (0.12 mmol) bis(trifluoroacetoxy)iodobenzene dissolved in 25 ml of chloroform was added dropwise, followed by 200 μl of pyridine. The mixture was stirred at 25° C., in the dark, for one hour. After evaporation of the solvent in vacuo, the residue was chromatographed on silica gel, eluting with 50% 1,1-dichloromethane in hexane to give 44 mg of 10-iodo-5,15-diphenylporphyrin (70% yield). UV-Vis (CH2Cl2): λmax 422, 520, 560, 600, 660 nm; MS (EI) m/e 588(100). Annotated wavelengths for electronic absorption spectrum shown in FIG. 1:

Provenance & Evidence