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Record W3197218263 · doi:10.1002/chem.202102384

Metathesis of P=C Bonds Catalyzed by N‐Heterocyclic Carbenes

2021· article· en· W3197218263 on OpenAlexafffund
Zeyu Han, Derek P. Gates

Bibliographic record

VenueChemistry - A European Journal · 2021
Typearticle
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsUniversity of British Columbia
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsMetathesisCatalysisPhosphinideneChemistrySalt metathesis reactionStereochemistryMedicinal chemistryCombinatorial chemistryOrganic chemistryPolymerization

Abstract

fetched live from OpenAlex

Abstract The catalytic metathesis of C=C bonds is a textbook reaction that has no parallel in the widely studied area of multiple bonds involving heavier p‐block elements. A high‐yielding P=C bond metathesis of phosphaalkenes (ArP=CPh 2 , Ar=Mes, o ‐Tol, Ph) has been discovered that is catalyzed by N‐heterocyclic carbenes (NHC=Me 2 IMe, Me 2 I i Pr). The products are cyclic oligomers formally derived from ArP=PAr [i. e. cyclo ‐(ArP) n ; n =3, 4, 5, 6] and Ph 2 C=CPh 2 . Preliminary mechanistic studies of this remarkable transformation have established NHC=PAr (Ar=Mes, o ‐Tol, Ph) as key phosphinidene transfer agents. In addition, novel cyclic intermediates, such as, cyclo ‐(ArP) 2 CPh 2 and cyclo ‐(ArP) 4 CPh 2 have also been observed. This work represents a rare application of non‐metal‐based catalysts for transformations involving main‐group elements.

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)0.001
metaresearch head score (Gemma)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
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 score0.048
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0120.000

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 head0.015
GPT teacher head0.240
Teacher spread0.225 · 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

Citations6
Published2021
Admission routes2
Has abstractyes

Explore more

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