Effects of β-bromine substitution and core protonation on photosensitizing properties of porphyrins: Long wavelength photosensitizers

Significantly Increased Stability of Donor–Acceptor Molecular Complexes under Heterogeneous Conditions: Synthesis, Characterization, and Photosensitizing Activity of a Nanostructured Porphyrin–Lewis Acid Adduct

“…It should be noted that the molecular complexation of porphyrins with different acceptors and the concomitant saddling of the porphyrin core increase the polarity of the aromatic macrocycle, leading to an increased solubility in polar solvents. The same pattern was observed upon diprotonation of porphyrins. ,,,,, …”

“…In continuation of previous studies performed concerning the photocatalytic activity of the molecular complexes and diacids of porphyrins, − ,− , in the present study, the molecular complex of a cationic porphyrin (H 2 TMPyP) supported on the neutralized nanoparticles of Amberlyst 15 (nanoAmbSO 3 Na) with BF 3 was synthesized and characterized (Figure ). In contrast to the corresponding nonimmobilized analogue, − , the heterogenized molecular complex was found to be very stable toward dissociation into its components in solvents as polar as water. The nanostructured photosensitizer was used as a photosensitizer in aerobic oxidation of organic compounds under aqueous and nonaqueous conditions.…”

“…46 The procedure was described elsewhere. [10][11][12][13][17][18][19]41 3. RESULTS AND DISCUSSION 3.1.…”

“…The same pattern was observed upon diprotonation of porphyrins. 12,13,17,18,41,49 The molecular complexation of H 2 TMPyP with BF 3 led to the appearance of the absorption bands of the corresponding molecular complex at 443 and 652 nm (Figure 3). The addition of different equivalents of BF 3 (0.5−2) gradually increases the intensity of the Soret and Q bands.…”

“…The quantum yield of singlet oxygen (Φ Δ ) as the sole ROS was measured chemically by using 1,3-diphenylisobenzofuran (DPBF) as a specific singlet oxygen quencher singlet oxygen quencher − and methylene blue (MB) as a reference photosensitizer (Φ Δ = 0.52 in acetonitrile) . The procedure was described elsewhere. − ,− , …”