Tetrahedron

Beneficial effects of salts on an acid-catalyzed condensation leading to porphyrin formation

F Li, K Yang, JS Tyhonas, KA MacCrum, JS Lindsey

Index: Li, Feirong; Yang, Kexin; Tyhonas, John S.; MacCrum, Kristy A.; Lindsey, Jonathan S. Tetrahedron, 1997 , vol. 53, # 37 p. 12339 - 12360

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Citation Number: 110

Abstract

Addition of one of a variety of salts to the room temperature, two-step, one flask reaction at 0.1 M forming tetraphenylporphyrin (TPP) gave yield increases of up to 2-fold. Among 21 insoluble salts, 12 gave increased yields, 6 had no effect, and 3 gave diminished yields. The salts that gave increases encompassed diverse cations but were restricted to the anions Cl−, Br−, I−, and Ph4B− while SO42−, F−, or BF4− did not give improved yields. All 7 soluble ...

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