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Record W2600075680 · doi:10.1002/slct.201700438

Synthesis of Highly Functionalized Diaryl Ketones by Palladium‐Catalyzed Carbonylative Cross‐Coupling Reaction Between Triarylbismuthines and Aryl(Heteroaryl) Iodides

2017· article· en· W2600075680 on OpenAlexafffund
Julien Dansereau, Stéphane Gautreau, Alexandre Gagnon

Bibliographic record

VenueChemistrySelect · 2017
Typearticle
Languageen
FieldChemistry
TopicCatalytic Cross-Coupling Reactions
Canadian institutionsUniversité du Québec à Montréal
FundersNatural Sciences and Engineering Research Council of CanadaCentre in Green Chemistry and CatalysisUniversité du Québec à Montréal
KeywordsArylChemistryPalladiumCarbon monoxideTriphenylphosphineCatalysisReactivity (psychology)Coupling reactionPotassium carbonateSubstrate (aquarium)Organic chemistryMedicinal chemistryCombinatorial chemistry

Abstract

fetched live from OpenAlex

Abstract Highly functionalized diaryl ketones were prepared by carbonylative cross‐coupling reaction between triarylbismuthines and aryl and heteroaryl iodides. The reaction is catalyzed by tetrakis(triphenylphosphine)palladium(0) and is performed in the presence of rubidium carbonate. The procedure requires only 1 atmosphere of carbon monoxide and 0.4 equivalents of triarylbismuthine. Addition of lithium chloride provides higher yields of the desired diaryl ketones. This simple protocol shows wide substrate scope and excellent functional group tolerance. The reactivity of ditolylbismuth chloride and tolylbismuth dichloride is investigated.

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)0.002
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 score0.040
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.002
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0010.001
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 head0.019
GPT teacher head0.286
Teacher spread0.267 · 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.

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

Citations11
Published2017
Admission routes2
Has abstractyes

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