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Record W2049748813 · doi:10.1021/om0110888

Deactivation of Ruthenium Metathesis Catalysts via Facile Formation of Face-Bridged Dimers

2002· article· en· W2049748813 on OpenAlex

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.

Bibliographic record

VenueOrganometallics · 2002
Typearticle
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsUniversity of Ottawa
Fundersnot available
KeywordsChemistryCarbeneMetathesisCatalysisIsopreneNorborneneRutheniumLigand (biochemistry)Medicinal chemistryDerivative (finance)Salt metathesis reactionStereochemistryPolymerizationOrganic chemistryCopolymer

Abstract

fetched live from OpenAlex

Reaction of RuCl(dcypb)(μ-Cl) 3 Ru(dcypb)(N 2 ) ( 3 ) with an excess of tert -butylacetylene at ambient temperatures yields the dinuclear monovinylidene RuCl(dcypb)(μ-Cl) 3 Ru(dcypb)(L) ( 4a; L = C CHBu t, dcypb = 1,4-bis(dicyclohexylphosphino)butane), rather than the expected mononuclear RuCl 2 (dcypb)(L). Attempted synthesis of an allenylidene derivative via the corresponding reaction with 1,1-diphenyl-2-propyn-1-ol stops at the stage of hydroxyvinylidene 4b (L = C CHC(OH)Ph 2 ). While formation of these dinuclear products may be an artifact of low solubility, the corresponding monoalkylidene species 4c (L = CHCH CMe 2 ) is obtained on treating soluble RuH(dcypb)(μ-Cl) 2 (μ-H)Ru(dcypb)(H 2 ) ( 5 ) with 3-methyl-3-chloro-1-butyne. Formation of the perchloro species 4c is consistent with facile homodimerization of the initially formed RuCl 2 (dcypb)(CHCH CMe 2 ) ( 2d ), with expulsion of one alkylidene ligand as the free carbene. 2,7-Dimethylocta-2,4,6-triene, the formal product of carbene coupling, is observed by 1 H NMR. A minor product in this synthesis is proposed to be RuCl(dcypb)(μ-Cl) 2 (μ 2,η 1 -CHCH CMe 2 )RuCl(dcypb) ( 8 ). While the low activity of 4a / 4b in ring-opening metathesis polymerization of norbornene is attributable to their low solubility, that of 4c points toward the stability of the Ru 2 (μ-Cl) 3 entity. The low activity and facile formation of 4c reveals an important deactivation pathway for catalysts of type 2d, with additional relevance to other such chlororuthenium complexes, including systems of the Grubbs type. Product identities were established by 1 H, 2 H, 13 C, and 31 P NMR and IR spectroscopy and (for 4c and 5 ) by X-ray crystallography.

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 categoriesInsufficient 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 score0.016
Threshold uncertainty score0.997

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 studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0040.000

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 head0.030
GPT teacher head0.230
Teacher spread0.201 · 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