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Record W2061263613 · doi:10.1021/om800384z

Transformations of Cyclic Olefins Mediated by Tungsten Nitrosyl Complexes

2008· article· en· W2061263613 on OpenAlexaff
M.S.A. Buschhaus, C.B. Pamplin, I.J. Blackmore, Peter Legzdins

Bibliographic record

VenueOrganometallics · 2008
Typearticle
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsUniversity of British Columbia
Fundersnot available
KeywordsChemistryTungstenMedicinal chemistryStereochemistryPolymer chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

This report describes investigations that have elucidated the nature, extent, and mechanism of the cyclic-olefin oligomerization effected by a series of tungsten precatalysts, with particular focus on Cp*W(NO)(CH 2 CMe 3 ) 2 ( 1 ) and Cp*W(NO)(CH 2 SiMe 3 )(η 2 -CPhCH 2 ) ( 2 ). Upon thermolysis, these precatalysts oligomerize simple cyclic olefins, from cyclopentene to cyclooctene, into ring-retaining oligomers as high as dodecamers (depending on the substrate) with remaining sites of unsaturation. Precatalyst initiation involves the coupling of one equivalent of the substrate with the reactive 16 e intermediate thermally generated by the precatalyst (i.e., an alkylidene by 1 or an η 2 -alkyne complex by 2 ), followed by rearrangement of the coupled ligand in the metal’s coordination sphere either to an olefin or to a diene (with concomitant loss of two hydrogen atoms). The rearranged ligand is displaced from the metal center as two equivalents of substrate coordinate to form a putative bis-olefin complex, Cp*W(NO)(cyclic olefin) 2, that represents the convergent entry point to the catalytic cycle for the precatalysts. The coordinated olefins undergo metal-mediated coupling to form a metallacyclopentane complex. The metallacycle then undergoes β-hydrogen activation and reductive elimination to generate an η 2 -cyclic-olefin dimer. Further incorporation of substrate leads to formation of trimers and higher oligomers. Alternatively, expulsion of any coordinated oligomer from the tungsten center regenerates the reactive bis-olefin complex. Finally, decomposition of the tungsten catalyst species is consistent with a bimetallic pathway. All new organometallic complexes have been characterized by conventional spectroscopic and analytical methods, and the solid-state molecular structures of several compounds have been established by 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 score0.033
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0100.000

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 head0.020
GPT teacher head0.241
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

Citations9
Published2008
Admission routes1
Has abstractyes

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