MétaCan
Menu
Back to cohort
Record W2322408572 · doi:10.1021/om500775c

Carbon–Carbon Bond Forming Reactions with Tantalum Diamidophosphine Complexes That Incorporate Alkyne Ligands

2014· article· en· W2322408572 on OpenAlexafffund
Kyle D. J. Parker, Michael D. Fryzuk

Bibliographic record

VenueOrganometallics · 2014
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversity of British Columbia
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsAlkyneChemistryMoietyHydrideTriple bondDerivative (finance)Context (archaeology)Nuclear magnetic resonance spectroscopyPhenylacetyleneTantalumCrystallographyStereochemistryPolymer chemistryDouble bondOrganic chemistryCatalysisMetal

Abstract

fetched live from OpenAlex

The incorporation of o- phenylene-linked diamidophosphine ligands onto the readily available alkyne complexes Ta(alkyne)Cl 3 (DME) (where alkyne = hex-3-yne or 1,2-bis(trimethylsilylacetylene); DME = 1,2-dimethoxyethane) results in the formation of a versatile set of starting materials of the general formula [ Ph NPN*]Ta(alkyne)Cl (where [ Ph NPN*] = PhP(2-( N -mesityl)-5-Me-C 6 H 3 ) 2 ). Upon reaction with KBEt 3 H, the synthesis of the corresponding hydride complexes [ Ph NPN*]Ta(alkyne)H can be achieved; these complexes feature extremely downfield (δ ∼21 ppm) doublet resonances ( 2 J HP = ∼35 Hz) in the respective 1 H NMR spectra that are assigned to the newly formed Ta–H moieties. Subsequent reaction of these Ta hydrides with 2,6-dimethylphenylisocyanide and phenylacetylene results in the insertion of these species into the Ta–H bond and the formation of the corresponding iminoformyl and phenylvinyl complexes, respectively. While the former intermediate cannot be detected, the latter was characterized by NMR spectroscopy. Both of these processes result in the further transformation to generate C–C coupled products by a reductive elimination sequence with the coordinated alkyne; in the case of the iminoformyl, an azadiene results, whereas with the phenylvinyl derivative a butadienyl fragment is generated. Single-crystal X-ray diffraction and a suite of NMR spectroscopic techniques were used to characterize these species. A discussion of the bonding of the products in the context of the process by which they form is presented. The rate of formation of the butadienyl moiety from the phenylvinyl intermediate results in the activation parameters of Δ H ⧧ = 22.2 ± 0.3 kcal/mol and Δ S ⧧ = −8.7 ± 0.2 cal/(mol)(K).

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)0.000
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 score0.098
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0050.000

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 head0.013
GPT teacher head0.199
Teacher spread0.186 · 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

Citations24
Published2014
Admission routes2
Has abstractyes

Explore more

Same venueOrganometallicsSame topicOrganometallic Complex Synthesis and CatalysisFrench-language works237,207