Cargando…

Excellent Catalytic Performances of a Au/C–CuO Binary System in the Selective Oxidation of Benzylamines to Imines under Atmospheric Oxygen

[Image: see text] A green method of the oxidation of benzylamines to imines was developed using a novel binary system of Au/C–CuO. This system was evaluated under atmospheric oxygen, and the corresponding imines were obtained in up to 100% yields by loading 0.006 mol % of Au/C and 1.25 mol % of CuO...

Descripción completa

Detalles Bibliográficos
Autores principales: Yamamoto, Yuki, Ota, Miyuto, Kodama, Shintaro, Ueshima, Michio, Nomoto, Akihiro, Ogawa, Akiya, Furuya, Mitsunori, Kawakami, Kiminori
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8697021/
https://www.ncbi.nlm.nih.gov/pubmed/34963919
http://dx.doi.org/10.1021/acsomega.1c04046
_version_ 1784619952389488640
author Yamamoto, Yuki
Ota, Miyuto
Kodama, Shintaro
Ueshima, Michio
Nomoto, Akihiro
Ogawa, Akiya
Furuya, Mitsunori
Kawakami, Kiminori
author_facet Yamamoto, Yuki
Ota, Miyuto
Kodama, Shintaro
Ueshima, Michio
Nomoto, Akihiro
Ogawa, Akiya
Furuya, Mitsunori
Kawakami, Kiminori
author_sort Yamamoto, Yuki
collection PubMed
description [Image: see text] A green method of the oxidation of benzylamines to imines was developed using a novel binary system of Au/C–CuO. This system was evaluated under atmospheric oxygen, and the corresponding imines were obtained in up to 100% yields by loading 0.006 mol % of Au/C and 1.25 mol % of CuO under mild conditions. This system was also successfully applied to the syntheses of N-containing functional molecules, as well as that of imines on the scale of several grams. Furthermore, the turnover number of the system (more than 8000 times on a gold basis) as well as its ability to be reused more than 10 times for benzylamine oxidation demonstrates the excellent durability and recyclability of the developed system.
format Online
Article
Text
id pubmed-8697021
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-86970212021-12-27 Excellent Catalytic Performances of a Au/C–CuO Binary System in the Selective Oxidation of Benzylamines to Imines under Atmospheric Oxygen Yamamoto, Yuki Ota, Miyuto Kodama, Shintaro Ueshima, Michio Nomoto, Akihiro Ogawa, Akiya Furuya, Mitsunori Kawakami, Kiminori ACS Omega [Image: see text] A green method of the oxidation of benzylamines to imines was developed using a novel binary system of Au/C–CuO. This system was evaluated under atmospheric oxygen, and the corresponding imines were obtained in up to 100% yields by loading 0.006 mol % of Au/C and 1.25 mol % of CuO under mild conditions. This system was also successfully applied to the syntheses of N-containing functional molecules, as well as that of imines on the scale of several grams. Furthermore, the turnover number of the system (more than 8000 times on a gold basis) as well as its ability to be reused more than 10 times for benzylamine oxidation demonstrates the excellent durability and recyclability of the developed system. American Chemical Society 2021-12-06 /pmc/articles/PMC8697021/ /pubmed/34963919 http://dx.doi.org/10.1021/acsomega.1c04046 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Yamamoto, Yuki
Ota, Miyuto
Kodama, Shintaro
Ueshima, Michio
Nomoto, Akihiro
Ogawa, Akiya
Furuya, Mitsunori
Kawakami, Kiminori
Excellent Catalytic Performances of a Au/C–CuO Binary System in the Selective Oxidation of Benzylamines to Imines under Atmospheric Oxygen
title Excellent Catalytic Performances of a Au/C–CuO Binary System in the Selective Oxidation of Benzylamines to Imines under Atmospheric Oxygen
title_full Excellent Catalytic Performances of a Au/C–CuO Binary System in the Selective Oxidation of Benzylamines to Imines under Atmospheric Oxygen
title_fullStr Excellent Catalytic Performances of a Au/C–CuO Binary System in the Selective Oxidation of Benzylamines to Imines under Atmospheric Oxygen
title_full_unstemmed Excellent Catalytic Performances of a Au/C–CuO Binary System in the Selective Oxidation of Benzylamines to Imines under Atmospheric Oxygen
title_short Excellent Catalytic Performances of a Au/C–CuO Binary System in the Selective Oxidation of Benzylamines to Imines under Atmospheric Oxygen
title_sort excellent catalytic performances of a au/c–cuo binary system in the selective oxidation of benzylamines to imines under atmospheric oxygen
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8697021/
https://www.ncbi.nlm.nih.gov/pubmed/34963919
http://dx.doi.org/10.1021/acsomega.1c04046
work_keys_str_mv AT yamamotoyuki excellentcatalyticperformancesofaauccuobinarysystemintheselectiveoxidationofbenzylaminestoiminesunderatmosphericoxygen
AT otamiyuto excellentcatalyticperformancesofaauccuobinarysystemintheselectiveoxidationofbenzylaminestoiminesunderatmosphericoxygen
AT kodamashintaro excellentcatalyticperformancesofaauccuobinarysystemintheselectiveoxidationofbenzylaminestoiminesunderatmosphericoxygen
AT ueshimamichio excellentcatalyticperformancesofaauccuobinarysystemintheselectiveoxidationofbenzylaminestoiminesunderatmosphericoxygen
AT nomotoakihiro excellentcatalyticperformancesofaauccuobinarysystemintheselectiveoxidationofbenzylaminestoiminesunderatmosphericoxygen
AT ogawaakiya excellentcatalyticperformancesofaauccuobinarysystemintheselectiveoxidationofbenzylaminestoiminesunderatmosphericoxygen
AT furuyamitsunori excellentcatalyticperformancesofaauccuobinarysystemintheselectiveoxidationofbenzylaminestoiminesunderatmosphericoxygen
AT kawakamikiminori excellentcatalyticperformancesofaauccuobinarysystemintheselectiveoxidationofbenzylaminestoiminesunderatmosphericoxygen