TY - JOUR A1 - Wessig, Pablo A1 - Wawrzinek, Robert A1 - Moellnitz, Kristian A1 - Feldbusch, Elvira A1 - Schilde, Uwe T1 - A new class of fluorescent dyes based on 1,3-benzodioxole and [1,3]-dioxolo[4.5-f]benzodioxole JF - Tetrahedron letters N2 - We report on synthesis and photophysical properties of a new class of fluorescent dyes. They are characterized by large Stokes-shifts, long fluorescence lifetimes in organic solvents and a pronounced dependency of the fluorescence lifetime on the solvent polarity. Also worthy of note is the high bleaching stability. To provide access to biochemical and medical applications a series of derivatives were prepared, which exhibit specific reactivity towards different biologically relevant functional groups (carboxylic acids, amines, maleimides, N-hydroxysuccinimide esters). Furthermore, two alkynes were prepared, which could be used in 'Click' chemistry. KW - Fluorescent dyes KW - Fluorescence lifetime KW - Large Stokes-shifts KW - Heterocycles Y1 - 2011 U6 - https://doi.org/10.1016/j.tetlet.2011.09.058 SN - 0040-4039 VL - 52 IS - 46 SP - 6192 EP - 6195 PB - Elsevier CY - Oxford ER -