MétaCan
Menu
Back to cohort
Record W2752019296 · doi:10.1002/anie.201708598

Pd‐PEPPSI‐IPent‐SiO<sub>2</sub>: A Supported Catalyst for Challenging Negishi Coupling Reactions in Flow

2017· article· en· W2752019296 on OpenAlex
Gregory A. Price, Abbas Hassan, Nalin Chandrasoma, Andrew R. Bogdan, Stevan W. Djurić, Michael G. Organ

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.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueAngewandte Chemie International Edition · 2017
Typearticle
Languageen
FieldChemistry
TopicCatalytic Cross-Coupling Reactions
Canadian institutionsUniversity of OttawaYork University
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsNegishi couplingSelectivityCatalysisCoupling (piping)ChemistryFlow chemistryReagentMaterials scienceCombinatorial chemistryOrganic chemistryComposite material

Abstract

fetched live from OpenAlex

Abstract A silica‐supported precatalyst, Pd‐PEPPSI‐IPent‐SiO 2 , has been prepared and evaluated for its proficiency in the Negishi cross‐coupling of hindered and electronically deactivated coupling partners. The precatalyst Pd‐PEPPSI‐IPent loaded onto packed bed columns shows high catalytic activity for the room‐temperature coupling of deactivated/hindered biaryl partners. Also for the first time, the flowed Csp 3 –Csp 2 coupling of secondary alkylzinc reagents to (hetero)aromatics has been achieved with high selectivity with Pd‐PEPPSI‐IPent‐SiO 2 . These couplings required residence times as short as 3 minutes to effect completion of these challenging transformations with excellent selectivity for the nonrearranged product.

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)0.001
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 score0.025
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0010.000
Scholarly communication0.0000.001
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 head0.026
GPT teacher head0.296
Teacher spread0.270 · 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