Suchergebnisse

Se prepararon cuatro nuevos colorantes que derivan de arilisoquinolinas boryiladas, que contienen un tercer residuo de arilo (naftilo, 4-metoxinaftilo, pirenilo o antrilo) que se une a través de un eje estereogénico adicional. Los núcleos de triarilo se sintetizaron mediante acoplamientos Suzuki y luego se transformaron en ésteres de ácido borónico empleando una reacción catalizada por Ir (I). Los cromóforos muestran un comportamiento de emisión dual, donde la banda de emisión de longitud de onda larga puede alcanzar máximos cercanos a 600 nm en solventes polares. Los rendimientos cuánticos de fluorescencia de los colorantes están generalmente en el rango de 0.2-0.4, alcanzando en algunos casos valores tan altos como 0.5-0.6. La fotólisis con flash láser proporcionó evidencia de la existencia de estados triplete excitados. Los colorantes forman complejos de fluoroboronato con aniones fluoruro ; Four new dyes that derive from borylated arylisoquinolines were prepared, containing a third aryl residue (naphthyl, 4-methoxynaphthyl, pyrenyl or anthryl) that is linked via an additional stereogenic axis. The triaryl cores were synthesized by Suzuki couplings and then transformed into boronic acid esters by employing an Ir(I)-catalyzed reaction. The chromophores show dual emission behavior, where the long-wavelength emission band can reach maxima close to 600 nm in polar solvents. The fluorescence quantum yields of the dyes are generally in the range of 0.2–0.4, reaching in some cases values as high as 0.5–0.6. Laserflash photolysis provided evidence for the existence of excited triplet states. The dyes form fluoroboronate complexes with fluoride anions, leading to the observation of the quenching of the long-wavelength emission band and ratiometric response by the build-up of a hypsochromically shifted emission signal ; Spanish Ministry of Economy, Industry, and Competitiveness (CTQ2014-54729-C2-1-P for U.P., CTQ2013- 48164-C2-1-P and CTQ2013-48164-C2-2-P for A.R.) ; Spanish Ministry of Science, Innovation, and Universities (CTQ2017-89832-P for U.P., CTQ2016- 78875-P for M.C.J., and CTQ2017-89416-R for I.V.) ; European Research and Development Fund, and the Andalusian Government (2012/FQM-2140 for U.P., 2009/FQM-4537 and 2012/FQM-1078 for A.R)

Four new dyes that derive from borylated arylisoquinolines were prepared, containing a third aryl residue (naphthyl, 4-methoxynaphthyl, pyrenyl or anthryl) that is linked via an additional stereogenic axis. The triaryl cores were synthesized by Suzuki couplings and then transformed into boronic acid esters by employing an Ir(I)-catalyzed reaction. The chromophores show dual emission behavior, where the long-wavelength emission band can reach maxima close to 600 nm in polar solvents. The fluorescence quantum yields of the dyes are generally in the range of 0.2–0.4, reaching in some cases values as high as 0.5–0.6. Laser-flash photolysis provided evidence for the existence of excited triplet states. The dyes form fluoroboronate complexes with fluoride anions, leading to the observation of the quenching of the long-wavelength emission band and ratiometric response by the build-up of a hypsochromically shifted emission signal. ; Funding by the Spanish Ministry of Economy, Industry, and Competitiveness (CTQ2014-54729-C2-1-P for U.P., CTQ2013- 48164-C2-1-P and CTQ2013-48164-C2-2-P for A.R., Ramón y Cajal contracts RYC-2013-12585 for A.R. and RYC-2015- 17737 for I.V.), the Spanish Ministry of Science, Innovation, and Universities (CTQ2017-89832-P for U.P., CTQ2016- 78875-P for M.C.J., and CTQ2017-89416-R for I.V.), the European Research and Development Fund, and the Andalusian Government (2012/FQM-2140 for U.P., 2009/FQM-4537 and 2012/FQM-1078 for A.R) is gratefully acknowledged.