Transfer hydrogenation and transfer hydrogenolysis. II. Catalytic activity of some soluble complexes in hydrogen transfer from alcohols to olefins and the mechanism of the reaction catalyzed by hydridotetrakis(triphenylphosphine)rhodium(I)

1974 ◽  
Vol 39 (12) ◽  
pp. 1622-1627 ◽  
Author(s):  
Hideaki Imai ◽  
Takeshi Nishiguchi ◽  
Kazuo Fukuzumi
Keyword(s):  
Catalytic Activity ◽  
Hydrogen Transfer ◽  
Transfer Hydrogenation ◽  
Mechanism Of The Reaction ◽  
Soluble Complexes

scholarly journals Graphene oxide as a catalyst for the diastereoselective transfer hydrogenation in the synthesis of prostaglandin derivatives

2017 ◽  
Vol 53 (74) ◽  
pp. 10271-10274 ◽  
Author(s):  
Simona M. Coman ◽  
Iunia Podolean ◽  
Madalina Tudorache ◽  
Bogdan Cojocaru ◽  
Vasile I. Parvulescu ◽  
...  
Keyword(s):  
Graphene Oxide ◽  
Catalytic Activity ◽  
Allyl Alcohol ◽  
Hydrogen Transfer ◽  
Organic Molecules ◽  
Transfer Hydrogenation

Modification of GO by organic molecules changes its catalytic activity in the hydrogen transfer from i-propanol to enones, affecting the selectivity to allyl alcohol and diastereoselectivity to the resulting stereoisomers.

Ruthenium(II)–carbonyl complexes containing two N-monodentate 1,8-naphthyridine ligands: active catalysis in transfer hydrogenation reactions

2018 ◽  
Vol 74 (11) ◽  
pp. 1547-1552
Author(s):  
Juana Guajardo ◽  
Andrés Ibañez ◽  
Veronique Guerchais ◽  
Andrés Vega ◽  
Sergio Moya ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Good Yield ◽  
Hydrogen Transfer ◽  
Transfer Reaction ◽  
Transfer Hydrogenation ◽  
Distorted Octahedron ◽  
High Yield ◽  
Carbonyl Complexes ◽  
Hydrogen Transfer Reaction ◽  
Hydrogenation Reactions

The reaction of 2-aminonicotinaldehyde with 2- or 4-methoxyacetophenone in basic media leads to the new ligands 2-(4-methoxyphenyl)-1,8-naphthyridine and 2-(2-methoxyphenyl)-1,8-naphthyridine, respectively, in high yield. The reaction of these naphthyridine derivatives with [RuCl2(CO)2] n leads to the respective complexes cis-dicarbonyldichloridobis[2-(4-methoxyphenyl)-1,8-naphthyridine-κN 8]ruthenium(II) and cis-dicarbonyldichloridobis[2-(2-methoxyphenyl)-1,8-naphthyridine-κN 8]ruthenium(II), both [RuCl2(C15H12N2O)2(CO)2], in good yield. Both ruthenium(II) complexes display a slightly distorted octahedron with two cis carbonyl, two cis chloride and two cis naphthyridine ligands, the latter coordinated in a monodentate fashion through the N atom in the 8-position. Both complexes exhibit a moderate catalytic activity in the hydrogen-transfer reaction from propan-2-ol to acetophenone in the presence of a base, with 100% selectivity.

scholarly journals New Bifunctional Bis(azairidacycle) with Axial Chirality via Double Cyclometalation of 2,2′-Bis(aminomethyl)-1,1′-binaphthyl

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 1165
Author(s):  
Yasuhiro Sato ◽  
Yuichi Kawata ◽  
Shungo Yasui ◽  
Yoshihito Kayaki ◽  
Takao Ikariya
Keyword(s):  
Hydrogen Transfer ◽  
Bond Cleavage ◽  
Enantiomeric Excess ◽  
Transfer Hydrogenation ◽  
Catalyst Precursor ◽  
Asymmetric Catalysts ◽  
Axially Chiral ◽  
Diastereomeric Mixture ◽  
Raney Ni ◽  
Half Sandwich

As a candidate for bifunctional asymmetric catalysts containing a half-sandwich C–N chelating Ir(III) framework (azairidacycle), a dinuclear Ir complex with an axially chiral linkage is newly designed. An expedient synthesis of chiral 2,2′-bis(aminomethyl)-1,1′-binaphthyl (1) from 1,1-bi-2-naphthol (BINOL) was accomplished by a three-step process involving nickel-catalyzed cyanation and subsequent reduction with Raney-Ni and KBH4. The reaction of (S)-1 with an equimolar amount of [IrCl2Cp*]2 (Cp* = η5–C5(CH3)5) in the presence of sodium acetate in acetonitrile at 80 °C gave a diastereomeric mixture of new dinuclear dichloridodiiridium complexes (5) through the double C–H bond cleavage, as confirmed by 1H NMR spectroscopy. A loss of the central chirality on the Ir centers of 5 was demonstrated by treatment with KOC(CH3)3 to generate the corresponding 16e amidoiridium complex 6. The following hydrogen transfer from 2-propanol to 6 provided diastereomers of hydrido(amine)iridium retaining the bis(azairidacycle) architecture. The dinuclear chlorido(amine)iridium 5 can serve as a catalyst precursor for the asymmetric transfer hydrogenation of acetophenone with a substrate to a catalyst ratio of 200 in the presence of KOC(CH3)3 in 2-propanol, leading to (S)-1-phenylethanol with up to an enantiomeric excess (ee) of 67%.

A CONVENIENT “HYDROGEN TRANSFER” HYDROGENATION OF TESTOSTERONE

1989 ◽  
Vol 21 (4) ◽  
pp. 515-517 ◽  
Author(s):  
Dimitris M. Spyriounis ◽  
George Ikonomidis ◽  
Vassilis J. Demopoulos
Keyword(s):  
Hydrogen Transfer ◽  
Transfer Hydrogenation
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