Advances in the Synthesis of Porphyrin-Fullerenes

Abstract

The review focuses current research in the synthesis, properties, and potential applications of covalently linked porphyrin-and chlorin-fullerenes. An overview of the most popular methods to prepare porphyrin-and chlorin-C 60 fullerene conjugates is given.

Synthesis by the Hummelen-Wudl Method and Physicochemical Study of Pyropheophorbide-Fullerene Dyad

“…[22] Product yield: 87.5 %. UV-Vis (C 6 H 5 N) λ max (relative absorption) nm: 673 (0.4), 613 (0.06), 541 (0.08), 513 (0.07), 417 (1). The synthesis of tosylhydrazone pyropheophorbide a (Figure 1, compound 5) was carried out by the following procedure: 400 mg (0.75 mmol) of pyropheophorbide a and 183 mg (1.5 mmol) of tosylhydrazine were dissolved in 30 mL of isopropanol, 250 μL of concentrated hydrochloric acid was added to the reaction mixture.…”

“…UV-Vis (CH 2 Cl 2 ) λ max (relative absorption) nm: 669 (0.34), 610 (0.05), 507 (0.09), 410 (1.00). 1 The synthesis of dyad II (Figure 1) was carried out by the Hummelen-Wudl reaction [23] under standard conditions. Tosylhydrazone pyropheophorbide 233.9 mg (0.33 mmol) and 19 mg (0.35 mmol) of sodium methylate were dissolved in 5 mL of dry pyridine in an argon atmosphere.…”

“…They have already found wide applications in the fields of optoelectronics, photovoltaics, sensor design, and many other applications. [1][2][3][4][5] Such fullerenebased structures are of particular interest as photosensitizers (PS) for photodynamic therapy (PDT). When the fullerene goes into the excited state, it can efficiently generate reactive oxygen species (ROS) and cause tumor damage.…”