Transfer-hydrogenation reactions of ketones/aldehydes in water using first generation ruthenium indenylidene olefin metathesis catalyst: One step towards sequential cross-metathesis/transfer hydrogenation reactions

被引:13
|
作者
Ozturk, Bengi Ozgun [1 ]
Ozturk, Sinem [1 ]
机构
[1] Hacettepe Univ, Fac Sci, Chem Dept, TR-06800 Ankara, Turkey
来源
MOLECULAR CATALYSIS | 2020年 / 480卷
关键词
Transfer hydrogenation; Cross-metathesis; Ruthenium indenylidene; Aqueous media; 10-undecenal; One-pot reaction; Emulsion; ASYMMETRIC TRANSFER HYDROGENATION; AROMATIC KETONES; TANDEM CATALYSIS; COMPLEXES; CARBENE; ROUTE; ACID;
D O I
10.1016/j.mcat.2019.110640
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The transfer hydrogenation reactions of various ketones/aldehydes and one-pot cross-metathesis/transfer hydrogenation (CM/TH) reactions of 10-tmdecenal were carried out in water media using first generation ruthenium-indenylidene complex (M1). A stable emulsion with an average particle size of 23.00 ( +/- 7.20) nm was formed in water media using non-ionic (Tween 20) and cationic (dodecyltrimethylammonium chloride) surfactants in the presence of acetophenone, M1 (1%) and sodium formate, yielding corresponding alcohol derivatives in quantitative yields. The performance of M1 (5%) was tested on sequential cross-metathesis/transfer hydrogenation reaction of 10-undecenal using methyl acrylate as the cross-metathesis partner in water. The sequential CM/TH reaction of 10-undecenal was found to proceed even in tap water under air atmosphere using micellar catalyst system, giving the corresponding CM/TH product in 65% yield.
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页数:6
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