Iridium-catalyzed transfer hydrogenation of nitroarenes to anilines

2015 ◽  
Vol 39 (7) ◽  
pp. 5360-5365 ◽  
Author(s):  
Shujie Chen ◽  
Guoping Lu ◽  
Chun Cai

An [Ir(cod)Cl]2/phenanthroline catalytic system shows high activity for the reduction of nitroarenes to aminoarenes using 2-propanol as a hydrogen donor.

Catalysts ◽  
2019 ◽  
Vol 9 (6) ◽  
pp. 503 ◽  
Author(s):  
Masato Yoshida ◽  
Ryota Hirahata ◽  
Takayoshi Inoue ◽  
Takuya Shimbayashi ◽  
Ken-ichi Fujita

A new catalytic system for transfer hydrogenation of carbonyl compounds using glucose as a hydrogen donor was developed. Various ketones and aldehydes were efficiently converted to corresponding alcohols with two equivalents of glucose in the presence of a small amount (0.1 to 1.0 mol%) of iridium catalyst that had a functional ligand. In this catalytic system, transfer hydrogenation reactions proceeded based on the cooperativity of iridium and a functional ligand. It should be noted that environmentally benign water could have been used as a solvent in the present catalytic system for the reduction of various carbonyl substrates. Furthermore, the reaction scope could be extended by using N,N-dimethylacetamide as a reaction solvent.


Catalysts ◽  
2020 ◽  
Vol 11 (1) ◽  
pp. 8
Author(s):  
Hui-Ju Chen ◽  
Chien-Cheng Chiu ◽  
Tsui Wang ◽  
Dong-Sheng Lee ◽  
Ta-Jung Lu

The bis-NHC–Ag/Pd(OAc)2 catalytic system (NHC = N-heterocyclic carbene), a combination of bis-NHC–Ag complex and Pd(OAc)2, was found to be a smart catalyst in the Pd-catalyzed transfer hydrogenation of various functionalized arenes and internal/terminal alkynes. The catalytic system demonstrated high efficiency for the reduction of a wide range of various functional groups such as carbonyls, alkynes, olefins, and nitro groups in good to excellent yields and high chemoselectivity for the reduction of functional groups. In addition, the protocol was successfully exploited to stereoselectivity for the transformation of alkynes to alkenes in aqueous media under air. This methodology successfully provided an alternative useful protocol for reducing various functional groups and a simple operational protocol for transfer hydrogenation.


2011 ◽  
Vol 9 (1) ◽  
pp. 175-179 ◽  
Author(s):  
Zhongqiang Zhou ◽  
Yong Sun ◽  
Aiqing Zhang

AbstractChiral aminosulfonamides containing imidazolium group were used as ligands for the ruthenium(II)-catalyzed asymmetric transfer hydrogenation of prochiral ketones in ionic liquid, affording good to excellent conversions and enantiomeric excesses. The catalytic system could be easily recovered and reused several times.


2015 ◽  
Vol 48 (2) ◽  
pp. 388-398 ◽  
Author(s):  
Chen Zhu ◽  
Kodai Saito ◽  
Masahiro Yamanaka ◽  
Takahiko Akiyama

Synlett ◽  
2019 ◽  
Vol 30 (04) ◽  
pp. 503-507 ◽  
Author(s):  
Jacob Schneekönig ◽  
Kathrin Junge ◽  
Matthias Beller

The asymmetric transfer hydrogenation of ketones using isopropyl alcohol (IPA) as hydrogen donor in the presence of novel manganese catalysts is explored. The selective and active systems are easily generated in situ from [MnBr(CO)5] and inexpensive C 2-symmeric bisoxalamide ligands. Under the optimized reaction conditions, the Mn-derived catalyst gave higher enantioselectivity compared with the related ruthenium catalyst.


2019 ◽  
Vol 4 (1) ◽  
pp. 145-151 ◽  
Author(s):  
Peddinti Nagaiah ◽  
Paleti Gidyonu ◽  
Muppala Ashokraju ◽  
Madduluri Venkata Rao ◽  
Prathap Challa ◽  
...  

2012 ◽  
Vol 31 (10) ◽  
pp. 3911-3919 ◽  
Author(s):  
Arturo Azua ◽  
Jose A. Mata ◽  
Eduardo Peris ◽  
Frederic Lamaty ◽  
Jean Martinez ◽  
...  

2005 ◽  
Vol 83 (5) ◽  
pp. 517-520 ◽  
Author(s):  
Keelara Abiraj ◽  
Gejjalagere R Srinivasa ◽  
D Channe Gowda

Palladium-catalyzed room temperature transfer hydrogenation of azo compounds using recyclable polymer-supported formate as the hydrogen donor produces corresponding amine(s) in excellent yields (88%–98%). This method was found to be highly facile with selectivity over a number of other functional groups such as halogen, alkene, nitrile, carbonyl, amide, methoxy, and hydroxyl.Key words: azo compounds, catalytic transfer hydrogenation, polymer-supported formate, 10% Pd-C, amines.


RSC Advances ◽  
2016 ◽  
Vol 6 (10) ◽  
pp. 7950-7954 ◽  
Author(s):  
Yafei Guo ◽  
Jiuling Li ◽  
Fen Zhao ◽  
Guineng Lan ◽  
Liang Li ◽  
...  

A kind of palladium-modified functionalized cyclodextrin catalytic system was synthesized and characterized. It showed high activity in the reduction of nitroarenes with the absence of sodium borohydride in water at room temperature.


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