Hydroxyl and ester functionalized N-heterocyclic carbene complexes of iridium(i): efficient catalysts for transfer hydrogenation reactions

RSC Advances ◽  
2014 ◽  
Vol 4 (50) ◽  
pp. 26222-26230 ◽  
Author(s):  
Derya Gülcemal ◽  
Aytaç Gürhan Gökçe ◽  
Süleyman Gülcemal ◽  
Bekir Çetinkaya

Iridium(i)–NHC catalyzed transfer hydrogenation reaction of aldehydes and ketones with up to 10 000 TON has been achieved.

2016 ◽  
Vol 45 (32) ◽  
pp. 12835-12845 ◽  
Author(s):  
Amaia Iturmendi ◽  
Nestor García ◽  
E. A. Jaseer ◽  
Julen Munárriz ◽  
Pablo J. Sanz Miguel ◽  
...  

Ir(i) complexes featuring an N-heterocyclic olefin ligand (NHO) have been tested in the transfer hydrogenation reaction; this representing the first example of the use of NHOs as ancillary ligands in catalysis.


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.


2017 ◽  
Vol 7 (19) ◽  
pp. 4511-4519 ◽  
Author(s):  
Zhan-Kun Gao ◽  
Yong-Chun Hong ◽  
Zhun Hu ◽  
Bo-Qing Xu

Neither surface Brønsted acidic nor basic sites are involved in the catalytic transfer hydrogenation reaction of cinnamaldehyde with 2-propanol.


Catalysts ◽  
2021 ◽  
Vol 11 (11) ◽  
pp. 1338
Author(s):  
Marek Gliński ◽  
Ewa M. Iwanek (nee Wilczkowska) ◽  
Urszula Ulkowska ◽  
Agnieszka Czajka ◽  
Zbigniew Kaszkur

The first aim of the research was to synthesize a pure Upsalite, which is an amorphous form of MgCO3, by modifying a procedure described in the literature, so that it would be the precursor of a high-surface, amorphous magnesium oxide. The results indicate that within the studied reaction conditions, the type of alcohol used as the reactant has the most pronounced effect on the yield of reaction. From the two alcohols that led to the highest yield of Upsalite, methanol gave a substantially larger surface area (794 vs. 191 m2 g−1). The optimized synthesis conditions of Upsalite were used to obtain MgO via thermolysis, whose activity in the transfer hydrogenation reaction (THR) from ethanol, 2-propanol and 2-pentanol to various carbonyl compounds was determined. The optimal conditions for the thermolysis were as follows: vacuum, T = 673 K as the final temperature, and a heating rate of 2 deg min−1. The high-surface, amorphous magnesia (SBET = 488 m2 g−1) was found to be a very selective catalyst to 4-t-butylcyclohexanone in THR, which led to a diastereoselectivity of over 94% to the E-isomer of 4-t-butylcyclohexanol for more than 3 h, with conversions of up to 97% with either 2-propanol or 2-pentanol as the hydrogen donor. In the case of acrolein and 2-n-propylacrolein being used as the hydrogen acceptors, the unsaturated alcohol (UOL) was the main product of the reaction, with higher UOL yields noted for ethanol than 2-propanol.


Sign in / Sign up

Export Citation Format

Share Document