An aerobic oxidation of alcohols into carbonyl synthons using bipyridyl-cinchona based palladium catalyst

被引:8
作者
Cheedarala, Ravi Kumar [1 ]
Chidambaram, Ramasamy R. [2 ]
Siva, Ayyanar [2 ]
Song, Jung Il [1 ]
机构
[1] Changwon Natl Univ, Res Inst Mechatron, Dept Mech Engn, Chang Won, South Korea
[2] Madurai Kamaraj Univ, Sch Chem, Dept Inorgan Chem, Supramol & Organometall Chem Lab, Madurai 625021, Tamil Nadu, India
基金
新加坡国家研究基金会;
关键词
SELECTIVE OXIDATION; MOLECULAR-OXYGEN; MECHANISTIC ASPECTS; ALDEHYDES; KETONES; EFFICIENT; HYDROGENATION; COMPLEXES; DEHYDROGENATION; INSIGHTS;
D O I
10.1039/d1ra05855j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We have reported an aerobic oxidation of primary and secondary alcohols to respective aldehydes and ketones using a bipyridyl-cinchona alkaloid based palladium catalytic system (PdAc-5) using oxygen at moderate pressure. The PdAc-5 catalyst was analysed using SEM, EDAX, and XPS analysis. The above catalytic system is used in experiments for different oxidation systems which include different solvents, additives, and bases which are cheap, robust, non-toxic, and commercially available on the industrial bench. The obtained products are quite appreciable in both yield and selectivity (70-85%). In addition, numerous important studies, such as comparisons with various commercial catalysts, solvent systems, mixture of solvents, and catalyst mole%, were conducted using PdAc-5. The synthetic strategy of oxidation of alcohol into carbonyl compounds was well established and all the products were analysed using H-1 NMR, (CNMR)-C-13 and GC-mass analyses.
引用
收藏
页码:32942 / 32954
页数:13
相关论文
共 63 条
[41]  
Saravanan G., 2013, CHEM-EUR J, V19, P15979
[42]   Selective oxidation of alcohols with molecular oxygen catalyzed by Ru/MnOx/CeO2 under mild conditions [J].
Sato, Tetsuo ;
Komanoya, Tasuku .
CATALYSIS COMMUNICATIONS, 2009, 10 (07) :1095-1098
[43]   Selective alcohol oxidation with molecular oxygen catalyzed by Os-Cr and Ru-Cr complexes [J].
Shapley, PA ;
Zhang, NJ ;
Allen, JL ;
Pool, DH ;
Liang, HC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (06) :1079-1091
[44]  
Sheldon R.A., 1981, METAL CATALYSED OXID
[45]  
Siva A., 2017, NEW J CHEM, V41, P7980
[46]   Mechanistic characterization of aerobic alcohol oxidation catalyzed by Pd(OAc)2/pyridine including identification of the catalyst resting state and the origin of nonlinear [catalyst] dependence [J].
Steinhoff, BA ;
Guzei, IA ;
Stahl, SS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (36) :11268-11278
[47]   Ligand-modulated palladium oxidation catalysis:: Mechanistic insights into aerobic alcohol oxidation with the Pd(OAc)2/pyridine catalyst system [J].
Steinhoff, BA ;
Stahl, SS .
ORGANIC LETTERS, 2002, 4 (23) :4179-4181
[48]   Syntheses and structures of copper complexes of 3-(6-(1H-pyrazol-1-yl)pyridin-2-yl)pyrazol-1-ide and their excellent performance in the syntheses of nitriles and aldehydes [J].
Tan, Da-Wei ;
Xie, Jing-Bo ;
Li, Qi ;
Li, Hong-Xi ;
Li, Jun-Chi ;
Li, Hai-Yan ;
Lang, Jian-Ping .
DALTON TRANSACTIONS, 2014, 43 (37) :14061-14071
[49]  
ten Brink GJ, 2002, ADV SYNTH CATAL, V344, P355, DOI 10.1002/1615-4169(200206)344:3/4<355::AID-ADSC355>3.0.CO
[50]  
2-S