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
[41]   Iron-Catalyzed α,β-Dehydrogenation of Carbonyl Compounds [J].
Zhang, Xiao-Wei ;
Jiang, Guo-Qing ;
Lei, Shu-Hui ;
Shan, Xiang-Huan ;
Qu, Jian-Ping ;
Kang, Yan-Biao .
ORGANIC LETTERS, 2021, 23 (05) :1611-1615
[42]   Base-Free Transfer Hydrogenation Catalyzed by Ruthenium Hydride Complexes of Coumarin-Amide Ligands [J].
Yadav, Samanta ;
Gupta, Rajeev .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2023, 11 (23) :8533-8543
[43]   An Acylthiourea Ligated Fe(II) Complex on Silica Nanoparticles for Transfer Hydrogenation of Carbonyl Compounds [J].
Sindhuja, Dharmalingam ;
Vasanthakumar, Punitharaj ;
Bhuvanesh, Nattamai S. P. ;
Karvembu, Ramasamy .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2018, 57 (43) :14386-14393
[44]   Efficient asymmetric transfer hydrogenation of activated olefins catalyzed by ruthenium amido complexes [J].
Chen, YC ;
Xue, D ;
Deng, JG ;
Cui, X ;
Zhu, J ;
Jiang, YZ .
TETRAHEDRON LETTERS, 2004, 45 (07) :1555-1558
[45]   Half-sandwich ruthenium(II) complexes with water-soluble Schiff base ligands: Synthesis and catalytic activity in transfer hydrogenation of carbonyl compounds [J].
Talouki, Somayeh Azizi ;
Grivani, Gholamhossein ;
Crochet, Pascale ;
Cadierno, Victorio .
INORGANICA CHIMICA ACTA, 2017, 456 :142-148
[46]   Transfer Hydrogenation of Carbonyl Groups, Imines and N-Heterocycles Catalyzed by Simple, Bipyridine-Based MnI Complexes [J].
Dubey, Abhishek ;
Rahaman, S. M. Wahidur ;
Fayzullin, Robert R. ;
Khusnutdinova, Julia R. .
CHEMCATCHEM, 2019, 11 (16) :3844-3852
[47]   Cyclometalated Dicarbonyl Ruthenium Catalysts for Transfer Hydrogenation and Hydrogenation of Carbonyl Compounds [J].
Giboulot, Steven ;
Baldino, Salvatore ;
Ballico, Maurizio ;
Nedden, Hans Gunter ;
Zuccaccia, Daniele ;
Baratta, Walter .
ORGANOMETALLICS, 2018, 37 (13) :2136-2146
[48]   Donor Functionalized Iron(II) N-Heterocyclic Carbene Complexes in Transfer Hydrogenation Reactions [J].
Lopes, Rita ;
Raya-Baron, Alvaro ;
Paula Robalo, M. ;
Vinagreiro, Carolina ;
Barroso, Sonia ;
Romao, Maria J. ;
Fernandez, Ignacio ;
Pereira, Mariette M. ;
Royo, Beatriz .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2021, 2021 (01) :22-29
[49]   Iron-Catalyzed Transfer Hydrogenation of Allylic Alcohols with Isopropanol [J].
Bari, Md Abdul ;
Elsherbeni, Salma A. ;
Maqbool, Tahir ;
Latham, Daniel E. ;
Gushlow, Edward B. ;
Harper, Emily J. ;
Morrill, Louis C. .
JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (19) :14571-14576
[50]   Selective iron-catalyzed transfer hydrogenation of terminal alkynes [J].
Wienhoefer, Gerrit ;
Westerhaus, Felix A. ;
Jagadeesh, Rajenahally V. ;
Junge, Kathrin ;
Junge, Henrik ;
Beller, Matthias .
CHEMICAL COMMUNICATIONS, 2012, 48 (40) :4827-4829