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Record W2018036572 · doi:10.1139/v01-070

Selective dehydrogenation of alcohols and diols catalyzed by a dihydrido iridium PCP pincer complex

2001· article· en· W2018036572 on OpenAlex
David Morales‐Morales, Rocı́o Redón, Zhaohui Wang, Do W. Lee, Cathleen M. Yung, Kevin W. Magnuson, Craig M. Jensen

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.

venuePublished in a venue whose home country is Canada.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

Bibliographic record

VenueCanadian Journal of Chemistry · 2001
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsnot available
Fundersnot available
KeywordsDehydrogenationChemistryPincer movementMedicinal chemistryAnnulationCatalysisReactivity (psychology)TolueneIridiumOrganic chemistryStoichiometryAlcoholYield (engineering)Photochemistry

Abstract

fetched live from OpenAlex

The PCP pincer complex, IrH 2 {C 6 H 3 -2,6-(CH 2 P-t-Bu 2 ) 2 } (1) catalyzes the transfer dehydrogenation of primary and secondary alcohols. Dehydrogenation occurs across the C—O bond rather than the C—C bonds and the corresponding aldehydes or ketones are obtained as the sole products arising from the dehydrogenation reactions. Methanol is an exception to this pattern of reactivity and undergoes only stoichiometric dehydrogenation with 1 to give the carbonyl complex, Ir(CO){C 6 H 3 -2,6-(CH 2 P-t-Bu 2 ) 2 } (2). The products are obtained in nearly quantitative yields when the reactions are carried out in toluene solutions. Under the same conditions, 2,5-hexanediol is converted to the annulated product, 3-methyl-2-cyclopenten-1-one which has been isolated in 91% yield in a preparative scale reaction.Key words: alcohol, dehydrogenation, ketones, iridium pincer complex, annulation.

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)0.000
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 score0.018
Threshold uncertainty score0.999

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)0.0010.000

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 head0.011
GPT teacher head0.223
Teacher spread0.212 · 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