A new procedure for the synthesis of water-soluble tri-cationic and -anionic phthalocyanines

Autor:	Wesley M. Sharman, Johan E. van Lier
Rok vydání:	2005
Předmět:	Cationic polymerization chemistry.chemical_element General Chemistry Zinc Ring (chemistry) Photochemistry Coupling reaction Metal Water soluble chemistry visual_art Yield (chemistry) Polymer chemistry visual_art.visual_art_medium Boron
Zdroj:	Journal of Porphyrins and Phthalocyanines. :651-658
ISSN:	1099-1409 1088-4246
Popis:	A series of water-soluble tri-anionic and -cationic substituted phthalocyanines has been synthesized via iodinated boron subphthalocyanines. The latter were opened with differently substituted diiminoisoindolines via the Kobayashi ring expansion reaction followed by metal insertion to exclusively yield the asymmetrically 3:1 substituted iodinated zinc phthalocyanines. These iodinated phthalocyanines readily underwent palladium-catalyzed coupling reactions with terminal alkynes such as 5-hexynoic acid and 10-undecynoic acid to give anionic phthalocyanines, or with 2-ethynylpyridine and 3-ethynylpyridine followed by N -methylation to give cationic phthalocyanines. These novel asymmetrically substituted charged phthalocyanines could have interesting properties as photosensitizers for photodynamic therapy.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6d6a19268f59f7ded987133d0b0713e4 https://doi.org/10.1142/s1088424605000769 Zobrazit plný text záznamu