A series of monofunctionalized 1,3,5,7-tetraarylazaBODIPYs containing functional groups such as -hydroxymethyl phenyl, -hydroxyphenyl, -cyanophenyl, -nitrophenyl, and -formylphenyl groups at the 1-position of the azaBODIPY core were synthesized by mixed condensation of two different nitrochalcones in -butanol in the presence of CHCOONH at reflux followed by complexation with BF·OEt. The mixed condensation of nitrochalcones resulted in the formation of three different dipyrromethenes, which was treated with BF·OEt to afford the desired monofunctionalized tetraarylazaBODIPYs in 30-36% yields. To demonstrate the application of monofunctionalized tetraarylazaBODIPYs, we reacted monoformyl functionalized tetraarylazaBODIPY with excess pyrrole to afford mono-dipyrromethanyl-substituted tetraarylazaBODIPY, which was used as a key precursor to prepare novel covalently linked azaBODIPY-based conjugates.
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August 2014
Three new homotrinuclear copper(II) complexes [Cu3(slmh)(μ-Cl)2(CH3OH)3]⋅0.5CH3OH (1), [Cu3(slmh)(NO3)2(CH3OH)5]⋅1.5CH3OH (2) and [Cu3(slmh)(μ-ClO4)2(CH3OH)3]⋅2CH3OH (3) from disalicylaldehyde malonoyldihydrazone have been synthesized and characterized.
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