214962-06-8Relevant academic research and scientific papers
A study on the oxidation of 2-hydroxyporphyrins to porphyrin-α-diones
Beavington, Richard,Rees, Philip A.,Burn, Paul L.
, p. 2847 - 2851 (2007/10/03)
Porphyrin-α-diones have been used for the preparation of extended rigidly oriented porphyrin systems. Copper 2, free-base 3, and zinc 4 2-hydroxyporphyrins have been prepared by an improved method and treated with a range of oxidants to form the corresponding porphyrin-α-diones, 5, 6, and 7 in yields of up to 94%. We have found that the free-base 2-hydroxyporphyrin 3 was easily oxidised and usually gave the best yields of porphyrin-α-dione. In this study the most effective general oxidant was determined to be the Dess-Martin periodinane which oxidised all three 2-hydroxyporphyrins to their respective porphyrin-α-diones in good yields.
