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Visible light-induced chemical transfromations enabled by dicyanopyrazine
Year: 2018
Type of publication: ostatní - přednáška nebo poster
Page from-to: nestránkováno
Titles:
Language Name Abstract Keywords
eng Visible light-induced chemical transfromations enabled by dicyanopyrazine The current organic synthesis undergoes a renascence of radical processes, especially those induced by visible light. Such chemical transformations are allowed by a photoredox catalyst and are generally carried out under mild conditions utilizing a light source (LED) as a sole energy source. The vast majority of the current photoredox catalysts are represented by organometallic species (ruthenium and iridium polypyridine complexes) but purely organic dyes are steadily infiltrating the field as well. Beside xanthene dyes, synthetic organic derivatives allow fine property tuning towards the desired photoredox process. Recently, we have developed X-shaped push-pull pyrazine derivatives bearing two electron donors and two cyano acceptors (DiCyanoPyrazine, DCP) as very efficient NLOphores and, later on, also photoredox catalyst. DCP derivative bearing two 5-methoxythiophen-2-yl donors possesses optical and redox properties well-tailored for photoredox catalysis as demonstrated in variety of reactions including cross-dehydrogenative coupling and annulations, unprecedented chemodivergent radical cascade reactions, aerobic photooxygenation, and enantioselective oxidative C(sp3)-H olefinations. Hence, design, structure, properties and catalytic activity of this new and unique class of heterocyclic derivative will be presented within the contribution. dicyanopyrazine; catalytic activity