Vakuliuk Olena, Ooi Shota, Deperasińska Irena, Staszewska-Krajewska Olga, Banasiewicz Marzena, Kozankiewicz Bolesław, Danylyuk Oksana, Gryko Daniel T
Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Institute of Physics, Polish Academy of Sciences, Al. Lotników 32/46, 02-668 Warsaw, Poland.
Chem Commun (Camb). 2017 Oct 31;53(87):11877-11880. doi: 10.1039/c7cc07310k.
Diketopyrrolopyrroles possessing thienyl, furyl and benzofuryl substituents undergo unprecedented skeletal rearrangement in the presence of trimethylsilyl bromide resulting in the formation of thieno[2,3-f]isoindole-5,8-diones and furo[2,3-f]isoindole-5,8-diones. These relatively small dyes possess favorable photophysical properties with the emission maxima within the range of 573-624 nm, large fluorescence quantum yields, moderate sensitivity of emission to solvent polarity and a HOMO-LUMO gap of ca. 1.8 eV.
含有噻吩基、呋喃基和苯并呋喃基取代基的二酮吡咯并吡咯在三甲基甲硅烷基溴存在下会发生前所未有的骨架重排，生成噻吩并[2,3-f]异吲哚-5,8-二酮和呋喃并[2,3-f]异吲哚-5,8-二酮。这些相对较小的染料具有良好的光物理性质，发射最大值在573 - 624 nm范围内，荧光量子产率高，发射对溶剂极性的敏感度适中，且HOMO-LUMO能隙约为1.8 eV。
