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Record W2332802821 · doi:10.1021/om3005228

Synthesis and Structure of Palladium 1,2,3-Triazol-5-ylidene Mesoionic Carbene PEPPSI Complexes and Their Catalytic Applications in the Mizoroki–Heck Reaction

2012· article· en· W2332802821 on OpenAlexafffund
Eric C. Keske, Olena V. Zenkina, Ruiyao Wang, Cathleen M. Crudden

Bibliographic record

VenueOrganometallics · 2012
Typearticle
Languageen
FieldChemistry
TopicN-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Canadian institutionsQueen's University
FundersNatural Sciences and Engineering Research Council of CanadaGovernment of Ontario
KeywordsChemistryCarbeneMesoionicTransmetalationArylPalladiumMetalationLigand (biochemistry)Migratory insertionHeck reactionCombinatorial chemistryPolymer chemistryMedicinal chemistryCatalysisPhotochemistryOrganic chemistry

Abstract

fetched live from OpenAlex

New mono- and bimetallic 1,2,3-triazol-5-ylidene mesoionic carbene (MIC) complexes of Pd have been synthesized, isolated, and characterized. We have described the synthesis of a bis(MIC) complex via transmetalation from a Ag-MIC complex and two PEPPSI-type complexes which are directly available from their respective triazolium salts by treatment with PdCl 2 in pyridine. The X-ray structures are reported for all complexes described herein. Interestingly, each complex described exhibits various secondary noncovalent interactions in the solid state of the general type C–H···Cl, which appear to be important for the stabilization of the solid-state structure of the complexes. We further demonstrated the utility of the new PEPPSI complexes in the Mizoroki–Heck reaction. In the case of aryl iodides and electron-deficient bromides, high conversion is observed with methyl acrylate. Hg poisoning tests suggest that, even with an easily dissociated ligand, the reaction likely proceeds via Pd nanoparticles.

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 score0.005

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 communication0.0010.000
Open science0.0010.000
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 head0.010
GPT teacher head0.221
Teacher spread0.211 · 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

Citations96
Published2012
Admission routes2
Has abstractyes

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