The syntheses of 2,9,16,23- and 1,8,15,22-tetrahydroxyphthalocyanines

2,9,16,23-Tetra-p-n-butylbenzyloxy-, 2,9,16,23-tetradiphenylmethoxy-, 2,9,16,23-tetramethoxymethoxy-, and 1,8,15,22-tetra-p-n-butylbenzyloxyphthalocyanines were synthesized from the appropriate phthalonitriles. Metal-free phthalocyanines were converted to their zinc derivatives. Cleavage from the ap...

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Bibliographic Details
Published inCanadian journal of chemistry Vol. 72; no. 9; pp. 1990 - 1998
Main Authors Leznoff, Clifford C, Hu, Mougang, McArthur, Colin R, Qin, Yongnian, van Lier, Johan E
Format Journal Article
LanguageEnglish
Published Ottawa, Canada NRC Research Press 01.09.1994
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Summary:2,9,16,23-Tetra-p-n-butylbenzyloxy-, 2,9,16,23-tetradiphenylmethoxy-, 2,9,16,23-tetramethoxymethoxy-, and 1,8,15,22-tetra-p-n-butylbenzyloxyphthalocyanines were synthesized from the appropriate phthalonitriles. Metal-free phthalocyanines were converted to their zinc derivatives. Cleavage from the appropriate precursor with trifluoroacetic acid produced 2,9,16,23-tetrahydroxyphthalocyanine and 1,8,15,22-tetrahydroxyphthalocyanine and their zinc derivatives. NMR spectroscopy revealed that all the 2,9,16,23-tetrasubstituted phthalocyanines are the usual mixtures of the 2,9,16,23, 2,9,16,24, 2,9,17,24, and 2,10,16,24 isomers, but the two 1,8,15,22-tetrasubstituted phthalocyanines were formed as pure single isomers.
ISSN:0008-4042
1480-3291
DOI:10.1139/v94-254