Efficient transfer hydrogenation of carbonyl compounds catalyzed by selenophenolato hydrido iron(II) complexes

被引:9
作者
Wang, Yangyang [1 ,2 ]
Du, Zhengyin [1 ]
Zheng, Tingting [2 ,3 ]
Sun, Hongjian [2 ]
Li, Xiaoyan [2 ]
机构
[1] Northwest Normal Univ, Coll Chem & Chem Engn, Lanzhou 730070, Gansu, Peoples R China
[2] Shandong Univ, Minist Educ, Key Lab Special Funct Aggregated Mat, Sch Chem & Chem Engn, Shanda Nanlu 27, Jinan 250100, Shandong, Peoples R China
[3] Capital Normal Univ, Dept Chem, Beijing 100037, Peoples R China
关键词
TH; Iron hydride; Ketone; Aldehyde; Isopropanol; ASYMMETRIC TRANSFER HYDROGENATION; KETONES; REDUCTION;
D O I
10.1016/j.catcom.2019.02.027
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
Selenophenolato hydrido iron(II) complexes 1-3 cis-[(H)(SeAr)Fe(PMe3)(4)] (Ar = C6H5 (1), p-MeOC6H4 (2) and o-MeC6H4 (3)) could catalyze transfer hydrogenation of aldehydes and ketones. Among the three complexes, catalyst 1 exhibited the highest catalytic activity. The catalytic reactions took place under very mild conditions, using isopropanol as solvent and hydrogen source, (BuONa)-Bu-t as base under 60-80 degrees C. This catalytic system has good tolerance for many functional groups, such as halides, C=C double bonds, nitro groups and cyano groups at the phenyl ring of the substrates.
引用
收藏
页码:32 / 35
页数:4
相关论文
共 50 条
[21]   An efficient ligand-free method for the transfer hydrogenation of ketones and aldehydes catalyzed by different complexes [J].
Yasar, Sedat ;
Cekirdek, Suzan ;
Akkus Tas, Nilay ;
Yildirim, Semiha ;
Ozdemir, Ismail .
TURKISH JOURNAL OF CHEMISTRY, 2013, 37 (02) :292-298
[22]   Highly efficient, general hydrogenation of aldehydes catalyzed by PNP iron pincer complexes [J].
Zell, Thomas ;
Ben-David, Yehoshoa ;
Milstein, David .
CATALYSIS SCIENCE & TECHNOLOGY, 2015, 5 (02) :822-826
[23]   Efficient reductive dehydration of primary amides to nitriles catalyzed by hydrido thiophenolato iron(II) complexes under hydrosilation conditions [J].
Xue, Benjing ;
Sun, Hongjian ;
Wang, Yan ;
Zheng, Tingting ;
Li, Xiaoyan ;
Fuhr, Olaf ;
Fenske, Dieter .
CATALYSIS COMMUNICATIONS, 2016, 86 :148-150
[24]   Asymmetric transfer hydrogenation of ketones catalyzed by chiral macrocyclic cobalt(II) complexes [J].
Ruan, Sun-Hong ;
Fan, Zi-Wei ;
Zhang, Wen-Jing ;
Xu, Han ;
An, Dong -Li ;
Wei, Zan-Bin ;
Yuan, Ru-Ming ;
Gao, Jing-Xing ;
Li, Yan-Yun .
JOURNAL OF CATALYSIS, 2023, 418 :100-109
[25]   Highly Efficient Redox Isomerization of Allylic Alcohols and Transfer Hydrogenation of Ketones and Aldehydes Catalyzed by Ruthenium Complexes [J].
Liu, Pei Nian ;
Ju, Kun Dong ;
Lau, Chak Po .
ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (2-3) :275-280
[26]   Cyclopentadienyl-ruthenium(II) complexes as efficient catalysts for the reduction of carbonyl compounds [J].
Cabrita, Ivania R. ;
Florindo, Pedro R. ;
Fernandes, Ana C. .
TETRAHEDRON, 2017, 73 (11) :1511-1516
[27]   Recyclable and efficient heterogenized Rh and Ir catalysts for the transfer hydrogenation of carbonyl compounds in aqueous medium [J].
Sudakar, P. ;
Gunasekar, G. H. ;
Baek, I. H. ;
Yoon, S. .
GREEN CHEMISTRY, 2016, 18 (24) :6456-6461
[28]   Magnetic Silica-Supported Ruthenium Nanoparticles: An Efficient Catalyst for Transfer Hydrogenation of Carbonyl Compounds [J].
Baig, R. B. Nasir ;
Varma, Rajender S. .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2013, 1 (07) :805-809
[29]   Sodium hydroxide-catalyzed transfer hydrogenation of carbonyl compounds and nitroarenes using ethanol or isopropanol as both solvent and hydrogen donor [J].
Wang, Dong ;
Deraedt, Christophe ;
Ruiz, Jaime ;
Astruc, Didier .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2015, 400 :14-21
[30]   Synthesis, structural characterization, electrochemistry and catalytic transfer hydrogenation of ruthenium(II) carbonyl complexes containing tridentate benzoylhydrazone ligands [J].
Prabhu, Rupesh Narayana ;
Ramesh, Rengan .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2012, 718 :43-51