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Record W4319940294 · doi:10.1021/acscatal.2c06168

Rapid Aerial Oxidation of Ruthenium-Dithiocatecholate Catalysts: A Challenge to Stereoretentive Olefin Metathesis

2023· article· en· W4319940294 on OpenAlexafffund
Eliza‐Jayne Y. Boisvert, Harrison C. Max, Deryn E. Fogg

Bibliographic record

VenueACS Catalysis · 2023
Typearticle
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsUniversity of Ottawa
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsRutheniumCatalysisMetathesisChemistryNucleophileOlefin metathesisLigand (biochemistry)Amine gas treatingOlefin fiberSalt metathesis reactionCombinatorial chemistryReactivity (psychology)Medicinal chemistryOrganic chemistryPhotochemistryPolymerization

Abstract

fetched live from OpenAlex

Ruthenium dithiolene complexes, particularly the dithiocatecholates Ru(S 2 C 6 H 2 -3,6-Cl 2 )(NHC)(=CHC 6 H 4 -2-O i Pr) (NHC = H 2 IPr, H 2 IMes), are an important class of olefin metathesis catalysts employed for the stereocontrolled assembly of C=C bonds. The poorly understood sensitivity of these catalysts results in unpredictable performance. Here they are shown to resist degradation by amine nucleophiles, in contrast with their dichloride parents; however, they are significantly more oxygen-sensitive. Even as the precatalysts, they decompose within minutes in solution under O 2, eliminating the alkylidene ligand as O=CHC 6 H 4 -2-O i Pr and forming unusual, four-coordinate Ru(IV)-oxo products, Ru(O)(S 2 C 6 H 2 -3,6-Cl 2 )(NHC). Participation of the latter in O-transfer with PPh 3 suggests potential opportunities in catalytic oxidation.

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 integrity0.0000.001
Insufficient payload (model declined to judge)0.0010.001

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 head0.031
GPT teacher head0.276
Teacher spread0.245 · 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

Citations10
Published2023
Admission routes2
Has abstractyes

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