Efficient acceptorless dehydrogenative oxidation of alcohols catalyzed by ruthenium(II) complexes containing schiff base ligands

被引:4
作者
Hao, Zhiqiang [1 ]
Yang, Jiaxin [1 ]
Kong, Siqi [1 ]
Ma, Zhihong [2 ]
Feng, Qi [1 ]
Lu, Guo-Liang [3 ,4 ]
Lin, Jin [1 ]
机构
[1] Hebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R China
[2] Hebei Med Univ, Sch Pharm, Shijiazhuang 050017, Peoples R China
[3] Univ Auckland, Fac Med & Hlth Sci, Auckland Canc Soc Res Ctr, Private Bag 92019, Auckland 1142, New Zealand
[4] Univ Auckland, Maurice Wilkins Ctr, Private Bag 92019, Auckland 1142, New Zealand
关键词
Ruthenium complexes; Schiff base; Alcohols; Dehydrogenative oxidation; SECONDARY ALCOHOLS; X-RAY; BEARING;
D O I
10.1016/j.jorganchem.2024.123258
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The catalytic performance of ruthenium carbonyl complexes containing Schiff base ligands [RN--CH (C10H6O)]2Ru(CO)2 [R = C6H5 (1); 4-CH3C6H4 (2); 4-OCH3C6H4 (3); R = 2,6-(CH3)2C6H3 (4); 4-ClC6H4 (5); 4BrC6H4 (6); 4-CF3C6H4 (7)] were explored in acceptorless dehydrogenative oxidation of alcohols with the releasing of hydrogen as the only by-product. All the Ru complexes 1-7 demonstrated good catalytic activities in oxidation of secondary alcohols to furnish the corresponding ketone products in excellent yields. Moreover, these Ru complexes displayed good selectivity in oxidation of primary alcohols to affording the aldehydes as the final products in 37-96 % yields. Among the complexes, the complex 7, which having an electron-withdrawing group (-CF3) showed the best catalytic activity.
引用
收藏
页数:6
相关论文
共 45 条
[1]   Synthesis, characterization and single crystal X-ray studies of pincer type Ni(II)-Schiff base complexes: Application in synthesis of 2-substituted benzimidazoles [J].
Agrahari, Bhumika ;
Layek, Samaresh ;
Ganguly, Rakesh ;
Dege, Necmi ;
Pathak, Devendra D. .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2019, 890 :13-20
[2]   Base-Free and Acceptorless Dehydrogenation of Alcohols Catalyzed by an Iridium Complex Stabilized by a N,N,N-Osmaligand [J].
Alabau, Roberto G. ;
Esteruelas, Miguel A. ;
Martinez, Antonio ;
Olivan, Montserrat ;
Onate, Enrique .
ORGANOMETALLICS, 2018, 37 (16) :2732-2740
[3]   Aerobic Copper-Catalyzed Organic Reactions [J].
Allen, Scott E. ;
Walvoord, Ryan R. ;
Padilla-Salinas, Rosaura ;
Kozlowski, Marisa C. .
CHEMICAL REVIEWS, 2013, 113 (08) :6234-6458
[4]   Direct synthesis of benzimidazoles by Pd(II) N∧N∧S-pincer type complexes via acceptorless dehydrogenative coupling of alcohols with diamines [J].
Anandaraj, Pennamuthiriyan ;
Ramesh, Rengan ;
Malecki, Jan Grzegorz .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2023, 985
[5]   Ruthenium Complexes with NNN-Pincer Ligands for N-Methylation of Amines Using Methanol [J].
Bai, Mengxuan ;
Zhang, Shengxin ;
Lin, Zhengguo ;
Hao, Zhiqiang ;
Han, Zhangang ;
Lu, Guo-Liang ;
Lin, Jin .
INORGANIC CHEMISTRY, 2024, 63 (25) :11821-11831
[6]   Coordination properties of two new Schiff-base phenoxy-carboxylates and comparative study of their antioxidant activities [J].
Boussadia, Ahlem ;
Beghidja, Adel ;
Gali, Lynda ;
Beghidja, Chahrazed ;
Elhabiri, Mourad ;
Rabu, Pierre ;
Rogez, Guillaume .
INORGANICA CHIMICA ACTA, 2020, 508
[7]   Overcoming the "Oxidant Problem": Strategies to Use O2 as the Oxidant in Organometallic C-H Oxidation Reactions Catalyzed by Pd (and Cu) [J].
Campbell, Alison N. ;
Stahl, Shannon S. .
ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (06) :851-863
[8]   Acceptorless dehydrogenation and dehydrogenative coupling of alcohols catalysed by protic NHC ruthenium complexes [J].
Chang, Weihong ;
Gong, Xue ;
Wang, Shuizhong ;
Xiao, Ling-Ping ;
Song, Guoyong .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (16) :3466-3471
[9]   Pyrazole-pyridine-pyrazole (NNN) ruthenium(ii) complex catalyzed acceptorless dehydrogenation of alcohols to aldehydes [J].
Chen, Yinyin ;
Cui, Tianhua ;
Chen, Hua ;
Zheng, Xue Li ;
Fu, Haiyan ;
Li, Ruixiang .
DALTON TRANSACTIONS, 2023, 52 (35) :12368-12377
[10]   Homogeneous Transition Metal Catalysis of Acceptorless Dehydrogenative Alcohol Oxidation: Applications in Hydrogen Storage and to Heterocycle Synthesis [J].
Crabtree, Robert H. .
CHEMICAL REVIEWS, 2017, 117 (13) :9228-9246