Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 28, Pages 11573-11582Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202001510
Keywords
dearomatization; dehydrogenative; electrosynthesis; nitrogen-centered-radicals; tunablity
Categories
Funding
- National Natural Science Foundation of China [21801144, 81872744, 51602164]
- Youth Innovative Talents Recruitment and Cultivation Program of Shandong Higher Education
- Natural Science Foundation of Shandong Provincie [ZR2018BB017]
- Qilu University of Technology (Shandong Academy of Sciences) [0412048811]
- Program for Scientific Research Innovation Team in Colleges and Universities of Shandong Province
Ask authors/readers for more resources
Herein, an environmentally friendly electrochemical approach is reported that takes advantage of the captodative effect and delocalization effect to generate nitrogen-centered radicals (NCRs). By changing the reaction parameters of the electrode material and feedstock solubility, dearomatization enabled a selective dehydrogenative C-N versus N-N bond formation reaction. Hence, pyrido[1,2-a]benzimidazole and tetraarylhydrazine frameworks were prepared through a sustainable transition-metal- and exogenous oxidant-free strategy with broad generality. Bioactivity assays demonstrated that pyrido[1,2-a]benzimidazoles displayed antimicrobial activity and cytotoxicity against human cancer cells. Compound 21 exhibited good photochemical properties with a large Stokes shift (approximately 130 nm) and was successfully applied to subcellular imaging. A preliminary mechanism investigation and density functional theory (DFT) calculations revealed the possible reaction pathway.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available