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Synthesis of porphyrin–quinolone conjugates

✍ Scribed by Fernanda da C. Santos; Anna C. Cunha; Maria Cecília B.V. de Souza; Augusto C. Tomé; Maria G.P.M.S. Neves; Vitor F. Ferreira; José A.S. Cavaleiro

Book ID
104095915
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
163 KB
Volume
49
Category
Article
ISSN
0040-4039

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✦ Synopsis

a b s t r a c t meso-Tetrakis(pentafluorophenyl)porphyrin reacts with propargyl alcohol to afford porphyrins substituted with one, two, three or four prop-2-yn-1-yloxy groups in the 4-position of the meso-aryl groups. These new porphyrin derivatives react with a 6-azidoquinolone under 'click-chemistry' conditions to give porphyrin-quinolone conjugates linked by 1,2,3-triazole units.

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## Abstract A simple method has been used to synthesize four porphyrin azides with cores such as N~4~, N~3~S, N~2~SO and N~2~S~2~ in 60–90 % yields by treating the corresponding aminoporphyrins with __tert__‐butyl nitrite (__t__BuONO) and azidotrimethylsilane (TMSN~3~) in THF/CH~3~CN under mild rea