Synthesis and Reactions of Aminoporphyrazines with Annulated Five- and Seven-Membered Rings

Autor:	David J. Williams, Klaus Suhling, David Phillips, Aaron S. Micallef, Sven M. Baum, Antonio Garrido Montalban, Brian M. Hoffman, Anthony G. M. Barrett, Andrés A. Trabanco, Andrew J. P. White, Chang Zhong, Hubert G. Meunier
Rok vydání:	2003
Předmět:	chemistry.chemical_compound chemistry Stereochemistry Singlet oxygen Organic Chemistry Quantum yield Molecule Amine gas treating Porphyrazine Ring (chemistry) Chemical synthesis Derivative (chemistry)
Zdroj:	The Journal of Organic Chemistry. 68:1665-1670
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo026484u
Popis:	The novel five- and seven-membered ring appended aminoporphyrazines 3 and 12 have been prepared via mixed Linstead macrocyclization. The structures of both have been unequivocally established by X-ray crystallographic studies. Reductive deselenation of selenadiazole 3 in the presence of 9,10-phenanthrenequinone or 2,3-butanedione results in the formation of pyrazines 6a,b, whereas oxidation of porphyrazine 12 gave the corresponding seco derivative 14. seco-Porphyrazine 14 mediates the generation of singlet oxygen with a quantum yield of 0.74.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::fc05de9b53d42556e51e61368b9b2101 https://doi.org/10.1021/jo026484u Zobrazit plný text záznamu