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Record W2531045204 · doi:10.1021/acscatal.6b02004

Hydrodefluorination of Fluoroaromatics by Isopropyl Alcohol Catalyzed by a Ruthenium NHC Complex. An Unusual Role of the Carbene Ligand

2016· article· en· W2531045204 on OpenAlexafffund
Van Hung, Georgii I. Nikonov

Bibliographic record

VenueACS Catalysis · 2016
Typearticle
Languageen
FieldPharmacology, Toxicology and Pharmaceutics
TopicFluorine in Organic Chemistry
Canadian institutionsRegional Municipality of NiagaraBrock University
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsCarbeneChemistryCatalysisIsopropylLigand (biochemistry)Medicinal chemistryIsopropyl alcoholReagentRutheniumAlcoholSubstrate (aquarium)Combinatorial chemistryOrganic chemistryPhotochemistry

Abstract

fetched live from OpenAlex

The NHC (NHC = N-heterocyclic carbene) complex Cp*(IPr)RuH 3 catalyzes hydrodefluorination of aromatic fluorides at 70 °C with isopropyl alcohol as the reducing reagent. The reaction is selective for aromatic fluorides, as almost negligible C(sp 3 )–F bond reduction takes place. The activity decreases from more to less fluorinated substrates, but polyaromatic monofluorides, such as 1-fluoronaphthalene and 6-fluoro-2-methylquinoline, can also be reduced in moderate to good yields. Kinetic studies are consistent with a mechanism based on elimination of NHC and reversible substrate coordination, followed by coordination of the alcohol.

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 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 score0.008
Threshold uncertainty score0.827

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
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 head0.041
GPT teacher head0.356
Teacher spread0.315 · 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 teacher head, 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

Citations31
Published2016
Admission routes2
Has abstractyes

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