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Naphthylpyridyl-Cu(II)-Catalyzed Oxidative Coupling of 2-Naphthylamines to Access BINAM DerivativesNaphthylpyridyl–Cu(II)-Catalyzed Oxidative Coupling of 2-Naphthylamines to Access BINAM Derivatives
- Other Titles
- Naphthylpyridyl–Cu(II)-Catalyzed Oxidative Coupling of 2-Naphthylamines to Access BINAM Derivatives
- Authors
- Lee, Jonghyeon; Lee, Jooyeon; Kong, Minwoo; Kang, Jiwon; Lee, Daeyeon; Lee, Jeonghyo; Kim, Min; Kang, Houng
- Issue Date
- Aug-2025
- Publisher
- American Chemical Society
- Keywords
- 2 Naphthylamine; Copper; Oxygen; 2 Naphthylamine; Copper; Cupric Ion; Diamine; Oxygen; Article; Catalysis; Controlled Study; Drug Development; Nonhuman; Oxidative Coupling; Synthesis
- Citation
- Organic Letters, v.27, no.33, pp 9195 - 9200
- Pages
- 6
- Indexed
- SCIE
SCOPUS
- Journal Title
- Organic Letters
- Volume
- 27
- Number
- 33
- Start Page
- 9195
- End Page
- 9200
- ISSN
- 1523-7060
1523-7052
- Abstract
- In this study, we report the efficient synthesis of 1,1 '-binaphthyl-2,2 '-diamine (BINAM) derivatives via copper-catalyzed oxidative coupling of 2-aminonaphthalenes. The use of a ligand featuring an extended pi system in combination with Cu(II) and molecular oxygen as the terminal oxidant enabled the formation of various BINAM derivatives in yields of up to 84%. Mechanistic investigations suggest a redox pathway involving Cu(II)/Cu(I) cycling, and pi-pi interactions between the ligand and substrate are proposed to stabilize reactive intermediates, thereby contributing to the observed efficiency.
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Related Researcher
- Lee, Jeonghyo
- COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)