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Record W1965372624 · doi:10.1002/adsc.200404274

Synthesis of Ruthenium Hydride Complexes Containing beta‐Aminophosphine Ligands Derived from Amino Acids and their use in the H<sub>2</sub>‐Hydrogenation of Ketones and Imines

2005· article· en· W1965372624 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueAdvanced Synthesis & Catalysis · 2005
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsSheridan CollegeUniversity of Toronto
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryRutheniumHydrideBETA (programming language)Asymmetric hydrogenationCombinatorial chemistryNoyori asymmetric hydrogenationAmino acidCatalysisOrganic chemistryMedicinal chemistryHydrogenEnantioselective synthesisBiochemistry

Abstract

fetched live from OpenAlex

Abstract The new complexes RuHCl(PPh 2 CH 2 CHRNH 2 ) 2 and RuHCl(PPh 2 CH 2 CHRNH 2 )(R‐ binap), R=H (Pgly), R=Me [( R )‐Pala] were prepared by the substitution of the PPh 3 ligands in RuHCl(PPh 3 ) 3 or RuHCl(PPh 3 )[( R )‐binap] with beta‐aminophosphines derived from amino acids. The complex trans ‐RuHCl(Pgly)[( R )‐binap] has been characterized by X‐ray crystallography. The complex trans ‐RuHCl[( S )‐Ppro] 2 where ( S )‐Ppro is derived from proline was also prepared and characterized by X‐ray crystallography. These were used as catalyst precursors in the presence of a base (KOPr‐ i or KOBu‐ t ) for the hydrogenation of various ketones and imines to the respective alcohols and amines with H 2 gas (1–11 atm) at room temperature. Acetophenone was hydrogenated to ( S )‐1‐phenylethanol in low ee (up to 40%) when catalyzed by the enantiomerically pure complexes. These complexes are especially active in the hydrogenation of sterically congested and electronically deactivated ketones and imines and are selective for the hydrogenation of CO bonds over CC bonds.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.117
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.001
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0000.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.012
GPT teacher head0.218
Teacher spread0.206 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it