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.
All labels observed (2)
| Label | Occurrences |
|---|---|
| Noyori asymmetric hydrogenation catalysts canonical | 1 |
| Noyori–Ikariya catalyst system | 1 |
How this entity was disambiguated
This entity first appeared as the object of triple T6254843 — resolving that mention is where its identity was fixed. The disambiguator weighed these candidate entities and picked the highlighted one (or “None”, minting a new entity). This is how homonymy is resolved: the same surface form can point to different entities.
NED1
Entity disambiguation (via context triple)
gpt-5-mini-2025-08-07
Target entity: Noyori asymmetric hydrogenation catalysts Context triple: [Ryoji Noyori, notableWork, Noyori asymmetric hydrogenation catalysts]
-
A.
Sharpless asymmetric dihydroxylation
Sharpless asymmetric dihydroxylation is a landmark chemical reaction that uses chiral catalysts to add two hydroxyl groups across an alkene with high enantioselectivity, revolutionizing asymmetric synthesis in organic chemistry.
-
B.
Enantioselective Chemical Synthesis
Enantioselective Chemical Synthesis is a foundational work in organic chemistry that systematically presents strategies and methods for constructing chiral molecules with high stereocontrol.
-
C.
Trost asymmetric allylic alkylation
Trost asymmetric allylic alkylation is a palladium-catalyzed enantioselective carbon–carbon bond-forming reaction that enables the synthesis of chiral molecules from prochiral allylic substrates.
-
D.
Buchwald–Hartwig amination
The Buchwald–Hartwig amination is a palladium-catalyzed cross-coupling reaction that forms carbon–nitrogen bonds by coupling aryl (or vinyl) halides with amines, widely used in the synthesis of pharmaceuticals and fine chemicals.
-
E.
Corey–Winter olefin synthesis
Corey–Winter olefin synthesis is an organic reaction that converts 1,2-diols into alkenes via cyclic thiocarbonate intermediates, widely used for stereospecific formation of double bonds.
- F. None of above. chosen
- G. Unsure - the case is ambiguous/there is not enough information to decide.
NED2
Entity disambiguation (via description)
gpt-5-mini-2025-08-07
Target entity: Noyori asymmetric hydrogenation catalysts Target entity description: 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.
-
A.
Sharpless asymmetric dihydroxylation
Sharpless asymmetric dihydroxylation is a landmark chemical reaction that uses chiral catalysts to add two hydroxyl groups across an alkene with high enantioselectivity, revolutionizing asymmetric synthesis in organic chemistry.
-
B.
Enantioselective Chemical Synthesis
Enantioselective Chemical Synthesis is a foundational work in organic chemistry that systematically presents strategies and methods for constructing chiral molecules with high stereocontrol.
-
C.
Trost asymmetric allylic alkylation
Trost asymmetric allylic alkylation is a palladium-catalyzed enantioselective carbon–carbon bond-forming reaction that enables the synthesis of chiral molecules from prochiral allylic substrates.
-
D.
Buchwald–Hartwig amination
The Buchwald–Hartwig amination is a palladium-catalyzed cross-coupling reaction that forms carbon–nitrogen bonds by coupling aryl (or vinyl) halides with amines, widely used in the synthesis of pharmaceuticals and fine chemicals.
-
E.
Corey–Winter olefin synthesis
Corey–Winter olefin synthesis is an organic reaction that converts 1,2-diols into alkenes via cyclic thiocarbonate intermediates, widely used for stereospecific formation of double bonds.
- F. None of above. chosen
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 ⓘ |
| 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
ⓘ
linked to:
Noyori asymmetric hydrogenation catalysts
|
| 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
ⓘ
DPEN ⓘ SEGPHOS ⓘ |
| typicalOxidationState | Ru(II) ⓘ |
| usedIn | large‑scale production of chiral drugs ⓘ |
How these facts were elicited
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Instruction
You are a knowledge base construction expert. Given a subject entity and a description of it, return factual statements that you know for the subject as a JSON list of dictionaries(triples), where keys must be "subject", "predicate" and "object". The number of facts may be very high, between 25 to 50 or more, for very popular subjects. For less popular subjects, the number of facts can be very low, like 5 or 10. # Requirements - If you don't know the subject at all, return an empty list. - If the subject is not a named entity, return an empty list. - Include at least one triple where predicate is "instanceOf". - Do not get too wordy. - Separate several objects into multiple triples with one object.
Input
Subject: Noyori asymmetric hydrogenation catalysts Description of subject: 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.
Referenced by (2)
Full triples — surface form annotated when it differs from this entity's canonical label.
linked to: Noyori asymmetric hydrogenation catalysts