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Record W2334043983 · doi:10.1021/om300742y

Intermolecular C–H Activations of Hydrocarbons Initiated by a Tungsten Trimethylsilylallyl Complex

2012· article· en· W2334043983 on OpenAlexaff
Catherine Chow, Brian O. Patrick, Peter Legzdins

Bibliographic record

VenueOrganometallics · 2012
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversity of British Columbia
FundersDow Chemical Company
KeywordsChemistryAlleneNeopentaneMolybdenumAdductEtherThermal decompositionReactivity (psychology)TungstenMedicinal chemistryCyclohexeneAgostic interactionStereochemistryPhotochemistryMoleculeOrganic chemistryCatalysisMetal

Abstract

fetched live from OpenAlex

Thermolysis of Cp*W(NO)(Npt)(η 3 -CH 2 CHCHSiMe 3 ) [Cp* = η 5 -C 5 Me 5; Npt = CH 2 CMe 3 ] at 55 °C leads to the loss of neopentane and the formation of the 16-electron η 2 -allene intermediate Cp*W(NO)(η 2 -CH 2 ═C═CHSiMe 3 ), which activates hydrocarbons at their methyl groups. In the case of linear alkanes, only terminal C–H activation occurs. This selectivity persists in the presence of an ether functionality, but not with other oxygen-containing substrates such as aldehydes and alcohols. With these latter substrates, the organometallic complex is oxidized to Cp*W(O) 2 (Npt). The existence of the allene intermediate has been confirmed by its reaction with PMe 3 to form the 18-electron adduct and by its diagnostic reaction with cyclohexene. Carbonylation of Cp*W(NO)(Npt)(η 3 -CH 2 CHCHSiMe 3 ) with CO (550 psig) at room temperature results in the clean formation of the corresponding Cp*W(NO)(η 1 -C(═O)Npt)(η 3 -CH 2 CHCHSiMe 3 ) complex, which exists as a mixture of two interconverting isomers differing in their modes of attachment of the (η 3 -CH 2 CHCHSiMe 3 ) ligands to the tungsten centers. The congeneric molybdenum complex, Cp*Mo(NO)(Npt)(η 3 -CH 2 CHCHSiMe 3 ), has also been synthesized, and although it generates the requisite η 2 -allene intermediate upon thermolysis, its preferred mode of reactivity is coupling of the allyl and alkyl ligands. Consequently, the molybdenum complex is inferior to the tungsten system for effecting C–H activations. All new complexes have been characterized by conventional spectroscopic and analytical methods, and the solid-state molecular structures of most of them have been established by single-crystal X-ray crystallographic analyses.

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 score0.096
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
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)0.0320.000

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 head0.038
GPT teacher head0.258
Teacher spread0.220 · 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
Published2012
Admission routes1
Has abstractyes

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