Abstract
A series of novel meso- triazoloporphyrin-carborane conjugates was prepared in good yields via the copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction of Zn(II) or Pd(II) 5,10,15,20-tetrakis[4-(2-propargyloxy)-2,3,5,6-tetrafluorophenyl]porphyrin or Zn(II) 5,10,15,20-tetra(p-propargyloxyphenyl)porphyrin with 1-azidomethyl-o-carborane in CH2Cl2. Zinc metalloporphyrins were demetallated under acidic conditions to afford the corresponding free-base triazolo-carborane porphyrins in excellent yields. All new compounds were characterized by MS, NMR and UV–vis spectroscopy and their photophysical properties were studied.
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