Knowledge Management System Of Institute of process engineering,CAS
| Ru(dppbsa)-catalyzed hydrodeoxygenation and reductive etherification of ketones and aldehydes | |
| Sun, Rui1,2; Hon-Yu Guo1,3; Shuang-Shuang Ma1,2; Yao-Feng Wang1; Zheng-Kun Yu4; Bao-Hua Xu1,2,4 | |
| 2022-02-14 | |
| Source Publication | ORGANIC CHEMISTRY FRONTIERS
 |
| ISSN | 2052-4129 |
| Pages | 12 |
| Abstract | Methods for the Ru(dppbsa)-catalyzed hydrodeoxygenation and reductive etherification of ketones and aldehydes were developed. Carbonyl substrates without beta-CH functionality follow a hydrogenation-hydrogenolysis path, wherein the hydrogenolysis of the alkanol intermediates is the rate-limiting step. By contrast, a hydrogenation-dehydration-hydrogenation path is followed by carbonyl substrates with beta-CH functionality, suffering from rate-limiting sulfonate ligand-assisted reversible H-2 cleavage. This hydrodeoxygenation is competitive with reductive etherification when using alkanols as hydrogen surrogates. The chemoselectivity can be adjusted based not only on the bond strengths of O-H and C-H bonds in the alkanols but also on the steric hindrance of the carbonyl substrates. As a result, both hydrodeoxygenation and reductive etherification exhibit excellent aldehyde tolerance, while the reductive etherification of ketones is highly hindered based on this protocol. |
| DOI | 10.1039/d1qo01717a |
| Language | 英语 |
| WOS Keyword | H BOND ACTIVATION ; CARBOXYLIC-ACIDS ; DEOXYGENATIVE HYDROGENATION ; CATALYZED HYDROGENATION ; CARBONYL-COMPOUNDS ; BRONSTED ACIDITY ; AMIDES ; ALCOHOLS ; LEWIS ; MILD |
| Funding Project | Excellent Young Scientists Fund[22022815] ; Innovation Academy for Green Manufacture, CAS[IAGM2020C13] ; Zhengzhou High Level Talent Certificate[20180200052] ; K. C. Wong Education Foundation[GJTD-2018-04] |
| WOS Research Area | Chemistry |
| WOS Subject | Chemistry, Organic |
| Funding Organization | Excellent Young Scientists Fund ; Innovation Academy for Green Manufacture, CAS ; Zhengzhou High Level Talent Certificate ; K. C. Wong Education Foundation |
| WOS ID | WOS:000760909800001 |
| Publisher | ROYAL SOC CHEMISTRY |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.ipe.ac.cn/handle/122111/52126 |
| Collection | 中国科学院过程工程研究所 |
| Corresponding Author | Bao-Hua Xu |
| Affiliation | 1.Chinese Acad Sci, CAS Key Lab Green Proc & Engn Inst Proc Engn, Beijing Key Lab Ion Liquids Clean Proc, Beijing 100190, Peoples R China 2.Univ Chinese Acad Sci, Coll Chem & Chem Engn, Beijing 100049, Peoples R China 3.Hefei Univ, Dept Biol & Environm Engn, Hefei 230601, Anhui, Peoples R China 4.Chinese Acad Sci, Innovat Acad Green Manufacture, Beijing 100190, Peoples R China |
| Recommended Citation GB/T 7714 | Sun, Rui,Hon-Yu Guo,Shuang-Shuang Ma,et al. Ru(dppbsa)-catalyzed hydrodeoxygenation and reductive etherification of ketones and aldehydes[J]. ORGANIC CHEMISTRY FRONTIERS,2022:12. |
| APA | Sun, Rui,Hon-Yu Guo,Shuang-Shuang Ma,Yao-Feng Wang,Zheng-Kun Yu,&Bao-Hua Xu.(2022).Ru(dppbsa)-catalyzed hydrodeoxygenation and reductive etherification of ketones and aldehydes.ORGANIC CHEMISTRY FRONTIERS,12. |
| MLA | Sun, Rui,et al."Ru(dppbsa)-catalyzed hydrodeoxygenation and reductive etherification of ketones and aldehydes".ORGANIC CHEMISTRY FRONTIERS (2022):12. |
| Files in This Item: | There are no files associated with this item. | |||||
Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.
Edit Comment