Thiophen Analogues of Porphyrins

Thiophen Analogues of Porphyrins.—During recent years several groups have become interested in thiophen analogues of porphyrins and related compounds. The 2 + 2 principle was used in the reaction of the 5,5 -dilithio-di-2-thienylmethane derivative (210a) with the corresponding diformyl 

Mizogami, T. Otsubo, Y. Sakata, and S. Misumi, Tetrahedron Letters, 1971, 2791. 

Clesse, J.-P. Pradera, and H. Quiniou, Bull. Soc. chim. France, 1973, 586. 

Yurugi, M. Hieda, T. Fushimi, Y. Kawamatsu, H. Sugihara, and M. Tomimoto, Chem. and Pharm. Bull. (Japan), 1972, 20, 1528. 

Nakatani and Y. Yanatori, Agric. and Biol. Chem. (Japan), 1973, 37, 1509. 

Yurugi, A. Miyake, M. Tomimoto, H. Matsumura, and Y. Imai, Chem. and Pharm. Butt. (Japan), 1973, 21, 1885. 

---

A notable utilization of the Hinsberg procedure was executed in the synthesis of a thiophene analogue of porphyrin. A previous synthesis of the tetrathioporphyrin dication of 7 found this material to be unsuitable for chemical exploration as a result of its limited accessibility and solubility. Efforts by Vogel et al. were then directed toward... 

Ahmed, M. Meth-Cohn. O. The preparation and properties of thiophene analogues of porphyrins and related systems. Part III. J. Chem. Soc. (C) 1971. 2104. 

---