Cu‐Catalyzed Oxidative Tandem Coupling and Cyclization of 2‐Aminonaphthalenes to Synthesize Dibenzo[<i>c, g</i>]carbazoles
Abstract A Cu(II) complex with a bipyridyl ligand bearing a Brønsted acid was used to catalyze the tandem oxidative coupling and cyclization of 2‐aminonaphthalenes to give N ‐substituted‐dibenzo[ c,g ]carbazoles. The incorporation of an appended acidic moiety to the ligand was found to be key to the selective formation of dibenzocarbazoles over 2,2’‐diamino‐1,1’‐binaphthalene (BINAM), which is known as an irreversible byproduct. This highly efficient method yields a wide array of dibenzo[ c,g ]carbazoles featuring diverse functional groups as well as electronic properties. The selected dibenzo[ c,g ]carbazoles exhibited high photoluminescence quantum yields of up to 100 % and are promising chromophores for advanced materials.
Authors
- Arnab Ghosh (ORCID: https://orcid.org/0009-0008-5975-4460)
- Houng Kang (ORCID: https://orcid.org/0000-0001-5587-5689)
- Myung Hwan Park (ORCID: https://orcid.org/0000-0002-8858-5204)
- Min Kim (ORCID: https://orcid.org/0000-0002-1710-2682)
- M. S. KONG
Institutions
- Chungbuk National University (KR)
- Seowon University (KR)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2024-10-25
- DOI
- https://doi.org/10.1002/ajoc.202400366
- Citations
- 2
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.50
Funders
- National Research Foundation
- Chungbuk National University
- National Research Foundation of Korea
- Ministry of Science and ICT, South Korea