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Record W3126609801 · doi:10.1139/cjc-2020-0320

Vinylidene, allenylidene, cyclic oxycarbene, and η<sup>2</sup>-alkyne complexes from reactions of (η<sup>5</sup>-C<sub>5</sub>Me<sub>5</sub>)OsCl(PPh<sub>3</sub>)<sub>2</sub> with alkynes and alkynols

2021· article· en· W3126609801 on OpenAlexvenueno aff
Sunny Kai San Tse, Herman H. Y. Sung, Ian D. Williams, Guochen Jia

Bibliographic record

VenueCanadian Journal of Chemistry · 2021
Typearticle
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsnot available
Fundersnot available
KeywordsChemistryAlkyneDimethyl acetylenedicarboxylateOsmiumMedicinal chemistryStereochemistryOrganic chemistryRutheniumCatalysisCycloaddition

Abstract

fetched live from OpenAlex

Reactions of Cp*OsCl(PPh 3 ) 2 (Cp* = pentamethylcyclopentadienyl) with alkynes and alkynols are described. Treatment of Cp*OsCl(PPh 3 ) 2 with phenylacetylene and trimethylsilylacetylene gave the vinylidene complexes Cp*OsCl(=C=CHPh)(PPh 3 ) and Cp*OsCl(=C=CH 2 )(PPh 3 ), respectively. Treatment of Cp*OsCl(PPh 3 ) 2 with the internal alkyne dimethyl acetylenedicarboxylate produced the η 2 -alkyne complex Cp*OsCl(η 2 -MeO 2 C≡CCO 2 Me)(PPh 3 ). Treatment of Cp*OsCl(PPh 3 ) 2 with the propargylic alcohol HC≡CC(OH)Ph 2 gave the osmium allenylidene complex Cp*OsCl(=C = C=CPh 2 )(PPh 3 ). The outcomes of the reactions of Cp*OsCl(PPh 3 ) 2 with ω-alkynols HC≡C(CH 2 ) n OH are dependent on the length of the -(CH 2 ) n - linker. The reaction with 3-butyn-1-ol produced the cyclic oxycarbene complex Cp*OsCl{=C(CH 2 ) 3 O}(PPh 3 ) exclusively. The reactions with 4-pentyn-1-ol produced a mixture of the hydroxyalkyl vinylidene complex Cp*OsCl{=C=CH(CH 2 ) 3 OH}(PPh 3 ) and the cyclic oxycarbene complex Cp*OsCl{=C(CH 2 ) 4 O}(PPh 3 ) in about 10:1 molar ratio. The reaction with 5-hexyn-1-ol gave exclusively the hydroxyalkyl vinylidene complex Cp*OsCl{=C=CH(CH 2 ) 4 OH}(PPh 3 ).

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)0.003
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Research integrity
Consensus categoriesMeta-epidemiology (narrow), Research integrity
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 score0.008
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.003
Meta-epidemiology (narrow)0.0020.002
Meta-epidemiology (broad)0.0030.001
Bibliometrics0.0000.001
Science and technology studies0.0010.002
Scholarly communication0.0010.001
Open science0.0020.000
Research integrity0.0020.003
Insufficient payload (model declined to judge)0.0000.000

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 head0.012
GPT teacher head0.220
Teacher spread0.208 · 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; both teacher heads agree on what is shown here.

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

Citations2
Published2021
Admission routes1
Has abstractyes

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