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C-hydroxyarylation of tetraphenylporphyrin - convenient introduction of a functionality which is oriented towards the porphyrin centre

✍ Scribed by Maxwell J. Crossley; Jeffrey J. Gosper; Lionel G. King


Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
291 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis


2-Nitro-5,10,15,20-tetraphenylporphyrin 1 and its copper and nickel(I1) chelates, 2 and 3 respectively, undergo nucleophilic substitution with sodium aryloxides in the corresponding phenol to afford mainly the 2-(o-hydroxyphenyl)porphyrin derivatives. This functionality is useful because it directs subsequently-attached substituents towards the porphyrin centre, as is demonstrated by a comparison of the average conformations of the 9Zoctadecenoic acid esters 14 and 15.