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Record W2937279328 · doi:10.1021/acssuschemeng.9b00576

Amine-Functionalized Mesoporous Silica as a Support for on-Demand Release of Copper in the A<sup>3</sup>-Coupling Reaction: Ultralow Concentration Catalysis and Confinement Effect

2019· article· en· W2937279328 on OpenAlexafffund
Júlio C. S. Terra, Audrey Moores, Flávia C.C. Moura

Bibliographic record

VenueACS Sustainable Chemistry & Engineering · 2019
Typearticle
Languageen
FieldChemistry
TopicCatalytic Cross-Coupling Reactions
Canadian institutionsMcGill UniversityCentre in Green Chemistry and Catalysis
FundersFonds de recherche du Québec – Nature et technologiesCanada Foundation for InnovationNatural Sciences and Engineering Research Council of CanadaCanada Research ChairsMcGill University
KeywordsCatalysisMesoporous materialMesoporous silicaCopperCoupling reactionAmine gas treatingChemistryCovalent bondMCM-41Heterogeneous catalysisChemical engineeringCatalyst supportMetalSynergistic catalysisYield (engineering)Inorganic chemistryMaterials scienceOrganic chemistryMetallurgy

Abstract

fetched live from OpenAlex

The study of catalysts activity at ultralow concentration is of prime importance for the development of more sustainable catalytic processes. In this work, we designed a mesoporous MCM-41 silica with covalent functionalization with amine groups at different levels of coverage. This material was used as a support to immobilize small quantities of Cu(I) species to be used as a catalyst in the A 3 -coupling reaction. The support design allowed controlled release of the catalytically active species as well as its scavenging after reaction. This system achieved excellent catalytic performance, leading to 95% yield of the desired propargylamine within 2 h of reaction at 100 °C under microwave conditions, using only 0.02 mol % of catalyst, the lowest catalyst amount ever reported for this reaction and high TON (4750) and TOF (2375 h –1 ). An interesting effect was noticed, where the catalyst on the support yielded improved reaction rates as compared to unsupported catalysts in solution under the same concentration conditions. We discuss the possibility of a confinement of metal species inside the mesoporous structure of the support, which made the immobilized system more effective than its homogeneous counterpart. The present study pushes the limits of A 3 -coupling reaction conditions and the potential of supported metal catalysis.

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)0.000
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 score0.002

Distilled classifier scores by category (both heads)

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)0.0000.000

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 head0.004
GPT teacher head0.221
Teacher spread0.217 · 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

Citations43
Published2019
Admission routes2
Has abstractyes

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Same venueACS Sustainable Chemistry & EngineeringSame topicCatalytic Cross-Coupling ReactionsFrench-language works237,207