Ru(dppbsa)-catalyzed hydrodeoxygenation and reductive etherification of ketones and aldehydes
文献类型:期刊论文
作者 | Sun, Rui1,2; Hon-Yu Guo1,3; Shuang-Shuang Ma1,2; Yao-Feng Wang1; Zheng-Kun Yu4; Bao-Hua Xu1,2,4 |
刊名 | ORGANIC CHEMISTRY FRONTIERS
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出版日期 | 2022-02-14 |
页码 | 12 |
ISSN号 | 2052-4129 |
DOI | 10.1039/d1qo01717a |
英文摘要 | 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. |
WOS关键词 | H BOND ACTIVATION ; CARBOXYLIC-ACIDS ; DEOXYGENATIVE HYDROGENATION ; CATALYZED HYDROGENATION ; CARBONYL-COMPOUNDS ; BRONSTED ACIDITY ; AMIDES ; ALCOHOLS ; LEWIS ; MILD |
资助项目 | 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研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:000760909800001 |
出版者 | ROYAL SOC CHEMISTRY |
资助机构 | Excellent Young Scientists Fund ; Innovation Academy for Green Manufacture, CAS ; Zhengzhou High Level Talent Certificate ; K. C. Wong Education Foundation |
源URL | [http://ir.ipe.ac.cn/handle/122111/52125] ![]() |
专题 | 中国科学院过程工程研究所 |
通讯作者 | Bao-Hua Xu |
作者单位 | 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 |
推荐引用方式 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. |
入库方式: OAI收割
来源:过程工程研究所
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