Noyori asymmetric hydrogenation catalysts
E580172
Noyori asymmetric hydrogenation catalysts are highly efficient chiral ruthenium complexes that enable enantioselective hydrogenation of ketones and related substrates, revolutionizing asymmetric synthesis in organic chemistry.
Statements (46)
| Predicate | Object |
|---|---|
| instanceOf |
asymmetric hydrogenation catalyst
ⓘ
chiral ruthenium complex ⓘ homogeneous transition metal catalyst ⓘ |
| advantage |
broad substrate scope
ⓘ
low catalyst loading ⓘ predictable stereochemical outcome ⓘ |
| application |
industrial asymmetric hydrogenation processes
ⓘ
synthesis of chiral alcohols ⓘ synthesis of pharmaceutical intermediates ⓘ |
| catalystGeneration | second‑generation asymmetric hydrogenation catalysts ⓘ |
| coordinationEnvironment | octahedral ruthenium complex ⓘ |
| developer | Ryoji Noyori NERFINISHED ⓘ |
| feature |
high enantioselectivity
ⓘ
high turnover frequency ⓘ high turnover number ⓘ operates under mild conditions ⓘ well‑defined chiral environment ⓘ |
| field |
asymmetric synthesis
ⓘ
organic chemistry ⓘ |
| hydrogenSource |
isopropanol in transfer hydrogenation
ⓘ
molecular hydrogen ⓘ |
| impact | revolutionized asymmetric hydrogenation of ketones ⓘ |
| ligandType |
chiral diamine ligand
ⓘ
chiral diphosphine ligand ⓘ |
| mechanism | bifunctional metal–ligand catalysis ⓘ |
| mechanisticStep | concerted hydride and proton transfer ⓘ |
| metalCenter | ruthenium ⓘ |
| reactionType |
asymmetric hydrogenation of imines
ⓘ
asymmetric hydrogenation of ketones ⓘ asymmetric hydrogenation of β‑keto esters ⓘ transfer hydrogenation of ketones ⓘ |
| recognition | contributed to 2001 Nobel Prize in Chemistry for Ryoji Noyori ⓘ |
| relatedConcept | Noyori–Ikariya catalyst system NERFINISHED ⓘ |
| selectivityType | enantioselective ⓘ |
| solventCompatibility |
polar aprotic solvents
ⓘ
polar protic solvents ⓘ |
| stereocontrolElement |
axially chiral diphosphine ligand
ⓘ
chiral diamine ligand ⓘ |
| substrateType |
prochiral imine
ⓘ
prochiral ketone ⓘ β‑keto ester ⓘ |
| typicalLigand |
BINAP
NERFINISHED
ⓘ
DPEN ⓘ SEGPHOS NERFINISHED ⓘ |
| typicalOxidationState | Ru(II) ⓘ |
| usedIn | large‑scale production of chiral drugs ⓘ |
Referenced by (1)
Full triples — surface form annotated when it differs from this entity's canonical label.