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Photochemical ?-Aminonitrile Synthesis Using Zn-Phthalocyaninesas Near-Infrared Photocatalysts

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Autor(es):
Grundke, Caroline ; Silva, Rodrigo C. ; Kitzmann, Winald R. ; Heinze, Katja ; de Oliveira, Kleber T. ; Opatz, Till
Número total de Autores: 6
Tipo de documento: Artigo Científico
Fonte: Journal of Organic Chemistry; v. 87, n. 9, p. 13-pg., 2022-05-06.
Resumo

While photochemical transformations with sunlight almostexclusively utilize the UV-vis part of the solar spectrum, the majority ofthe photons emitted by the sun have frequencies in the near-infraredregion. Phthalocyanines show high structural similarity to the naturallyoccurring light-harvesting porphyrins, chlorins, and mainly bacteriochlor-ins and are also known for being efficient and affordable near-infrared lightabsorbers as well as triplet sensitizers for the production of singlet oxygen.Although having been neglected for a long time in synthetic organicchemistry due to their low solubility and high tendency towardaggregation, their unique photophysical properties and chemical robust-ness make phthalocyanines attractive photocatalysts for the application innear-infrared-light-driven synthesis strategies. Herein, we report a cheap,simple, and efficient photocatalytic protocol, which is easily scalable undercontinuous-flow conditions. Various phthalocyanines were studied as near-infrared photosensitizers in oxidative cyanations oftertiary amines to generate alpha-aminonitriles, a synthetically versatile compound class (AU)

Processo FAPESP: 18/00879-6 - Reações de Arilação de Heterociclos Fotocatalisadas por Porfirinas em Condições de Batelada e em Regime de Fluxo Contínuo
Beneficiário:Rodrigo Costa e Silva
Modalidade de apoio: Bolsas no Brasil - Doutorado
Processo FAPESP: 20/06874-6 - Aplicações das metodologias e tecnologias de síntese em regime de fluxo contínuo desenvolvidas no LQBO-UFSCar na preparação de moléculas com atividades biológicas e IFAs
Beneficiário:Kleber Thiago de Oliveira
Modalidade de apoio: Auxílio à Pesquisa - Regular
Processo FAPESP: 19/27176-8 - Fotocatálise assimétrica aplicada à síntese do medicamento Brivaracetam: abordagens sintéticas empregando tecnologias facilitadoras de síntese química
Beneficiário:Kleber Thiago de Oliveira
Modalidade de apoio: Auxílio à Pesquisa - Regular