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Synthesis of Conjugated Linear and Cyclic Polyynes by Alkyne Metathesis

2025· preprint· en· W4409142283 on OpenAlexafffund
Julien Escudero, Jonathan Long, Dylan Bouëtard, Jennifer Morvan, Mehdi Kooghard, Angelika Neitzel, Dirk Bockfeld, Shedrack Nwachukwu, Thierry Roisnel, Rik R. Tykwinski, Matthias Tamm, Marc Mauduit, Yann Trolez

Bibliographic record

VenueChemRxiv · 2025
Typepreprint
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsUniversity of Alberta
FundersNatural Sciences and Engineering Research Council of CanadaRégion BretagneAgence Nationale de la RechercheDeutsche Forschungsgemeinschaft
KeywordsConjugated systemMetathesisAlkyneChemistryCombinatorial chemistryOrganic chemistryCatalysisPolymerization

Abstract

fetched live from OpenAlex

The formation of polyynes with an odd number of conjugated triple bonds is synthetically demanding. To address this problem, we have developed and optimized the synthesis of triynes via alkyne metathesis of diynes using molybdenum catalysts. We demonstrate the potential of this method through the synthesis of more challenging and complex products, including macrocycles containing triynes, a pentayne, and triyne precursors to [7]cumulenes. The key to the success of the proposed methodology is achieving a balance between the selectivity and reactivity of the molybdenum and diyne precursors, which requires optimization of both steric hindrance and electronic factors.

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)0.003
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 score0.020
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.003
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0020.000

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 head0.018
GPT teacher head0.282
Teacher spread0.264 · 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

Citations1
Published2025
Admission routes2
Has abstractyes

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