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Record W2335367423 · doi:10.1021/ic101548j

Effect of the Structure of the Diamine Backbone of P−N−N−P ligands in Iron(II) Complexes on Catalytic Activity in the Transfer Hydrogenation of Acetophenone

2010· article· en· W2335367423 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.

Bibliographic record

VenueInorganic Chemistry · 2010
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsChemistryAcetophenoneTransfer hydrogenationCatalysisEthylenediamineDiamineMedicinal chemistryStereochemistryPolymer chemistryOrganic chemistryRuthenium

Abstract

fetched live from OpenAlex

The asymmetric transfer hydrogenation of aromatic ketones can be efficiently accomplished using catalysts that are based on platinum group metals which are more toxic and less abundant than iron. For that reason the discovery of iron based catalysts for the use in this transformation is important. To address this issue, we synthesized a new series of iron(II)-based precatalysts trans-[Fe(Br)(CO)(PPh(2)CH(2)CH═NCHRCHRN═CHCH(2)PPh(2))]BPh(4) (5a-5d) containing P-N-N-P ligands with the diamines (R,R)-1,2-diaminocyclohexane (a), (R,R)-1,2-diphenyl-1,2-diaminoethane (b), (R,R)-1,2-di(4-methoxyphenyl)-1,2-diaminoethane (c), and ethylenediamine (d) incorporated in the backbone using a convenient one-pot synthesis using readily available starting materials. All of the complexes, when activated with a base, show a very high activity in the transfer hydrogenation catalysis of acetophenone, using 2-propanol as a reducing agent under mild conditions. A comparison of the TOF of complexes 5a-5d show that the catalytic activity of complexes increase as the size of the substituents in the backbone of ligands increases (d < a < b = c).

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)0.000
Version: codex-gemma-dda1882f352aValidation 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 score0.002
Threshold uncertainty score0.438

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
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 head0.004
GPT teacher head0.209
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