首页> 外文期刊>Chemistry: A European journal >Diversity-Oriented Synthesis of Intensively Blue Emissive 3-Hydroxyisoquinolines by Sequential Ugi Four-Component Reaction/Reductive Heck Cyclization
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Diversity-Oriented Synthesis of Intensively Blue Emissive 3-Hydroxyisoquinolines by Sequential Ugi Four-Component Reaction/Reductive Heck Cyclization

机译:顺序的乌格四组分反应/还原性Heck环化反应以多样性为导向的高强度蓝色发光3-羟​​基异喹啉合成

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摘要

A convergent approach to highly functionalized 3-hydroxyisoquinolines is reported. The key steps are an Ugi multicomponent reaction and a subsequent intramolecular reductive Heck reaction; these can also be performed as a one-pot procedure. The structures display very interesting properties as blue-fluorescence emitters. Photophysical studies on the absorption and static fluorescence indicate that the substitution pattern on the pyridyl part influences the optical properties only to a minor extent, unless the amide substituent becomes sterically demanding and leads to significant nonradiative deactivation. The donor substitution on the benzo core considerably enhances the fluorescence quantum yields and trimethoxy substitution causes a pronounced redshift of the emission bands. Protonation of the isoquinolyl nitrogen atom causes efficient static quenching of the fluorescence.
机译:报道了高度官能化的3-羟基异喹啉的收敛方法。关键步骤是Ugi多组分反应和随后的分子内还原性Heck反应。这些也可以作为一锅法进行。该结构作为蓝色荧光发射器显示出非常有趣的特性。关于吸收和静态荧光的光物理研究表明,除非酰胺取代基变得空间需求并导致显着的非辐射失活,否则吡啶基部分上的取代模式只会在很小程度上影响光学性能。苯并核上的供体取代大大提高了荧光量子产率,三甲氧基取代导致发射带明显红移。异喹啉基氮原子的质子化导致荧光的有效静态猝灭。

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