Iridium-Catalyzed Transfer Hydrogenation of Ketones and Aldehydes Using Glucose as a Sustainable Hydrogen Donor
A new catalytic system for transfer hydrogenation of carbonyl compounds using glucose as a hydrogen donor was developed. Various ketones and aldehydes were efficiently converted to corresponding alcohols with two equivalents of glucose in the presence of a small amount (0.1 to 1.0 mol%) of iridium c...
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MDPI AG
2019-05-01
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Online Access: | https://www.mdpi.com/2073-4344/9/6/503 |
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author | Masato Yoshida Ryota Hirahata Takayoshi Inoue Takuya Shimbayashi Ken-ichi Fujita |
author_facet | Masato Yoshida Ryota Hirahata Takayoshi Inoue Takuya Shimbayashi Ken-ichi Fujita |
author_sort | Masato Yoshida |
collection | DOAJ |
description | A new catalytic system for transfer hydrogenation of carbonyl compounds using glucose as a hydrogen donor was developed. Various ketones and aldehydes were efficiently converted to corresponding alcohols with two equivalents of glucose in the presence of a small amount (0.1 to 1.0 mol%) of iridium catalyst that had a functional ligand. In this catalytic system, transfer hydrogenation reactions proceeded based on the cooperativity of iridium and a functional ligand. It should be noted that environmentally benign water could have been used as a solvent in the present catalytic system for the reduction of various carbonyl substrates. Furthermore, the reaction scope could be extended by using <i>N,N</i>-dimethylacetamide as a reaction solvent. |
first_indexed | 2024-04-12T20:24:08Z |
format | Article |
id | doaj.art-753590175047431386e1ba0cf6d1a00c |
institution | Directory Open Access Journal |
issn | 2073-4344 |
language | English |
last_indexed | 2024-04-12T20:24:08Z |
publishDate | 2019-05-01 |
publisher | MDPI AG |
record_format | Article |
series | Catalysts |
spelling | doaj.art-753590175047431386e1ba0cf6d1a00c2022-12-22T03:17:55ZengMDPI AGCatalysts2073-43442019-05-019650310.3390/catal9060503catal9060503Iridium-Catalyzed Transfer Hydrogenation of Ketones and Aldehydes Using Glucose as a Sustainable Hydrogen DonorMasato Yoshida0Ryota Hirahata1Takayoshi Inoue2Takuya Shimbayashi3Ken-ichi Fujita4Graduate School of Human and Environmental Studies, Kyoto University, Kyoto 606-8501, JapanGraduate School of Human and Environmental Studies, Kyoto University, Kyoto 606-8501, JapanGraduate School of Human and Environmental Studies, Kyoto University, Kyoto 606-8501, JapanGraduate School of Human and Environmental Studies, Kyoto University, Kyoto 606-8501, JapanGraduate School of Human and Environmental Studies, Kyoto University, Kyoto 606-8501, JapanA new catalytic system for transfer hydrogenation of carbonyl compounds using glucose as a hydrogen donor was developed. Various ketones and aldehydes were efficiently converted to corresponding alcohols with two equivalents of glucose in the presence of a small amount (0.1 to 1.0 mol%) of iridium catalyst that had a functional ligand. In this catalytic system, transfer hydrogenation reactions proceeded based on the cooperativity of iridium and a functional ligand. It should be noted that environmentally benign water could have been used as a solvent in the present catalytic system for the reduction of various carbonyl substrates. Furthermore, the reaction scope could be extended by using <i>N,N</i>-dimethylacetamide as a reaction solvent.https://www.mdpi.com/2073-4344/9/6/503transfer hydrogenationiridium catalystfunctional ligandglucoseketonealdehydealcoholwater solvent |
spellingShingle | Masato Yoshida Ryota Hirahata Takayoshi Inoue Takuya Shimbayashi Ken-ichi Fujita Iridium-Catalyzed Transfer Hydrogenation of Ketones and Aldehydes Using Glucose as a Sustainable Hydrogen Donor Catalysts transfer hydrogenation iridium catalyst functional ligand glucose ketone aldehyde alcohol water solvent |
title | Iridium-Catalyzed Transfer Hydrogenation of Ketones and Aldehydes Using Glucose as a Sustainable Hydrogen Donor |
title_full | Iridium-Catalyzed Transfer Hydrogenation of Ketones and Aldehydes Using Glucose as a Sustainable Hydrogen Donor |
title_fullStr | Iridium-Catalyzed Transfer Hydrogenation of Ketones and Aldehydes Using Glucose as a Sustainable Hydrogen Donor |
title_full_unstemmed | Iridium-Catalyzed Transfer Hydrogenation of Ketones and Aldehydes Using Glucose as a Sustainable Hydrogen Donor |
title_short | Iridium-Catalyzed Transfer Hydrogenation of Ketones and Aldehydes Using Glucose as a Sustainable Hydrogen Donor |
title_sort | iridium catalyzed transfer hydrogenation of ketones and aldehydes using glucose as a sustainable hydrogen donor |
topic | transfer hydrogenation iridium catalyst functional ligand glucose ketone aldehyde alcohol water solvent |
url | https://www.mdpi.com/2073-4344/9/6/503 |
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