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Record W2317495755 · doi:10.1021/cs400050g

Influence of Poly(ethylene glycol) Structure in Catalytic Macrocyclization Reactions

2013· article· en· W2317495755 on OpenAlexafffund
Anne‐Catherine Bédard, Shawn K. Collins

Bibliographic record

VenueACS Catalysis · 2013
Typearticle
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsUniversité de MontréalCentre in Green Chemistry and Catalysis
FundersNatural Sciences and Engineering Research Council of CanadaFonds Québécois de la Recherche sur la Nature et les TechnologiesCentre in Green Chemistry and Catalysis
KeywordsEthylene glycolChemistryBranching (polymer chemistry)CatalysisPolymerPEG ratioPolymer chemistrySolventAlkylEthyleneOrganic chemistry

Abstract

fetched live from OpenAlex

The first evaluation of the structural effects of six different poly(ethylene glycol) (PEG)-derived polymers in MeOH mixtures on their aggregation abilities, ability to control dilution effects, and catalysis has been performed through examining surface tension measurements and the isolated yields of a model Glaser–Hay macrocyclization reaction of diyne 3 . Three different structural effects were studied involving (1) the presence of capping groups on the terminal hydroxyl functionalities of the polymers, (2) the length of the polymer chain, and (3) the effects of branching alkyl groups in the polymer backbone. The data obtained provides important guidelines for conducting macrocyclizations using PEG/solvent mixtures, suggesting that macrocyclizations are most efficient at high ratios of PEG/MeOH and when employing medium-length lipophilic branched poly(propylene glycol) (PPG) polymers. In particular, the use of PPG bearing terminal uncapped hydroxyl groups allows for a significant reduction in the catalyst loading. The macrocyclization studies reinforce that the aggregation characteristics of PEG-derived solvents can be harnessed in catalysis, particularly in reactions in which control of concentration effects is important.

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 machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.001
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
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 score0.001
Threshold uncertainty score0.003

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0010.000
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 head0.007
GPT teacher head0.246
Teacher spread0.239 · 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 source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
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

Citations14
Published2013
Admission routes2
Has abstractyes

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Same venueACS CatalysisSame topicSynthetic Organic Chemistry MethodsFrench-language works237,207