Journal
CHEMICAL COMMUNICATIONS
Volume 57, Issue 68, Pages 8512-8515Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc03276c
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Funding
- Shenzhen Science and Technology Innovation Committee [ZDSYS20190902093215877]
- Guangdong Provincial Key Laboratory of Catalysis [2020 B121201002]
- Guangdong Innovative Program [2019BT02Y335]
- Shenzhen Nobel Prize Scientists Laboratory Project [C17213101]
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A novel electrochemical approach was developed to access structurally varied N-phenylphenothiazine derivatives with altered spectral characteristics. The introduction of a 2-naphthylamine moiety led to changes in the spectral properties and competitive catalytic activity of the formed N-arylation products in challenging transformations.
N-Phenylphenothiazine as an inexpensive, highly reductive and oxygen tolerant organophotocatalyst has exhibited potential in various challenging photochemical transformations. Here we report a general and straightforward method to access structurally diverse N-phenylphenothiazine derivatives by means of a novel electrochemical tool. The introduction of a 2-naphthylamine moiety with an extended pi-system and an amine group led to the variation of spectral characterization. Photochemical verification experiments demonstrated that the formed N-arylation products with good efficacy and chemo/site-control displayed competitive catalytic activity in challenging transformations.
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