Hydrogen-transfer reduction of α,β-unsaturated carbonyl compounds catalyzed by naphthyridine-functionalized N-heterocyclic carbene complexes

2016 ◽  
Vol 31 (8) ◽  
pp. e3673 ◽  
Author(s):  
Hsiao-Ching Huang ◽  
Mani Ramanathan ◽  
Yi-Hong Liu ◽  
Shie-Ming Peng ◽  
Shiuh-Tzung Liu
2007 ◽  
Vol 72 (8) ◽  
pp. 1037-1045 ◽  
Author(s):  
Marianna Fekete ◽  
Ferenc Joó

The Ru(II)-N-heterocycle carbene complexes [RuCl2(η6-p-cymene)L] (L = 1-butyl-3-methylimid- azol-2-ylidene) and [RuCl(η6-p-cymene)L(pta)]Cl (pta = 1,3,5-triaza-7-phosphaadamantane) showed excellent catalytic activities (with turnover frequencies up to 1116 h-1) in the hydrogen transfer reduction of cinnamaldehyde and several ketones using propan-2-ol/KOH as a H-donor. Similar hydrogenations of trans-stilbene and cyclohexene were characterized by low conversions. The hydrogenation of 4-phenylbut-3-en-2-one and cinnamaldehyde proceeded with moderate selectivities of the formation of the saturated alcohol or of the of C=C hydrogenation (giving saturated ketone or saturated aldehyde). In the case of cinnamaldehyde, the unsaturated alcohol is initially formed; however, subsequent redox isomerization to the saturated aldehyde with the same catalyst diminishes its yield. The hydrogen transfer from formate to 4-phenylbut-3-en-2-one in an aqueous-organic two-phase mixture was also demonstrated.


ChemInform ◽  
2004 ◽  
Vol 35 (26) ◽  
Author(s):  
Harneet Kaur ◽  
Fabiano Kauer Zinn ◽  
Edwin D. Stevens ◽  
Steven P. Nolan

1969 ◽  
Vol 47 (19) ◽  
pp. 3705-3707 ◽  
Author(s):  
D. V. Ramana ◽  
C. N. Pillai

Alumina containing about 2.2% by weight of Na+ has been found to be an effective catalyst for the vapor phase reduction of carbonyl compounds by alcohols and for the reverse reaction, the oxidation of the alcohols by carbonyl compounds. The reduction of a number of aliphatic and aromatic aldehydes and ketones by isopropyl alcohol and the oxidation of a number of primary and secondary alcohols by ketones like acetone and cyclohexanone are reported.


2008 ◽  
Vol 49 (12) ◽  
pp. 1939-1942 ◽  
Author(s):  
Francisco Alonso ◽  
Paola Riente ◽  
Miguel Yus

2010 ◽  
Vol 51 (28) ◽  
pp. 3682-3684 ◽  
Author(s):  
Rajesh Kumar Patti ◽  
Shaofeng Duan ◽  
Alejandro Camacho-Davila ◽  
Kris Waynant ◽  
Kenneth A. Dunn ◽  
...  

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