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  • 09월 20일 16시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제126회 대한화학회 학술발표회 및 총회 Visible-Light-Promoted Intramolecular C-N Bond Formation Using Plasmonic Au and Au@Pd Core-Shell Nanoparticles

2020년 9월 3일 16시 54분 21초
MAT.P-489 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
10월 21일(수) 17:30~18:00
Materials Chemistry
저자 및
Hyeonji Kim, Youngsoo Kim*
Department of Chemistry, Yeungnam University, Korea
Nitrogen-containing organic compounds are extensively found in bioactive natural products and pharmaceutical materials, and those materials have been highlighted the importance in the pharmaceutical market and electronics industry. Especially, Carbazole and its derivatives, which is one of the great examples of aromatic heterocyclic compounds, are also receiving importance due to their versatile medicinal uses and optoelectronic abilities. Among diverse synthetic strategies for Carbazole synthesis, one possible way is the C-N bond formation in a molecule. While much effort to construct the intramolecular C-N bond formation has been continued, C-N bond formation under mild condition is still a challenging task for organic synthetic chemists. In the past decades, various groups conducted amination reactions under mild and convenient conditions using transition metal-catalysis like Pd, Cu, and Ru. However, those protocols still have inevitable problems that use high temperatures, toxic solvent, and long reaction time, and so on. Herein, we conducted the intramolecular C-H bond amination of N-benzenesulfonyl amidobiphenyl, using only light and plasmonic Au and Au@Pd core-shell nanoparticles as photocatalysts in the absence of hazardous solvent. Based on the NMR and GC-MS results, we found that the cleavage of N-S bond of N-benzenesulfonyl amidobiphenyl and the formation of C-N bond has occurred simultaneously. Consequently, we realized that the 9H-Carbazole was synthesized in the presence of plasmonic Au nanoparticles and visible light. We expect that our results will be a promising approach to drive amination in terms of green chemistry.