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Record W2139098300 · doi:10.1002/chem.200802458

Iron(II) Complexes for the Efficient Catalytic Asymmetric Transfer Hydrogenation of Ketones

2009· article· en· W2139098300 on OpenAlexaff
Nils Meyer, Alan J. Lough, Robert H. Morris

Bibliographic record

VenueChemistry - A European Journal · 2009
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsCatalysisChemistryEthylenediamineTransfer hydrogenationSteric effectsFerrousPlatinumNoyori asymmetric hydrogenationMetalOrganic chemistryMedicinal chemistryPolymer chemistryEnantioselective synthesisRuthenium

Abstract

fetched live from OpenAlex

Abstract Ferrous efficiency: New achiral and chiral iron complexes containing P‐N‐N‐P diiminodiphosphine ligands display high activity—and in the case of the catalyst shown, high enantioselectivity—in the catalytic transfer hydrogenation of ketones. This is an important step in the journey to replace precious and toxic platinum metal catalysts with cheap and environmentally friendly iron compounds. magnified image Iron(II) carbonyl compounds of the type trans‐[Fe(NCMe)(CO)(P‐N‐N‐P)][BF4]2 bearing the ethylenediamine‐derived diiminodiphosphine ligands (R,R)‐ or (S,S)‐1,2‐diphenyl‐1,2‐diaminoethane were synthesized and characterized, including by their crystal structures. The new complexes are suitable precatalysts for the transfer hydrogenation of ketones at room temperature, giving turnover frequencies of up to 2600 h−1 with low catalyst loadings (0.025–0.17 %). Screening experiments showed that the precatalysts are able to produce alcohols from a wide range of simple ketones. For sterically demanding prochiral ketones, excellent enantioselectivities were obtained (up to 96 % ee).

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.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
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 score0.001
Threshold uncertainty score0.003

Distilled classifier scores by category (both heads)

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

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 head0.015
GPT teacher head0.232
Teacher spread0.217 · 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

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations185
Published2009
Admission routes1
Has abstractyes

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Same venueChemistry - A European JournalSame topicAsymmetric Hydrogenation and CatalysisFrench-language works237,207