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Record W4400775824 · doi:10.1021/acscatal.4c03218

[2 + 2] Photocycloadditions to Form Cyclobutanes and Bicyclo[2.1.1]hexanes Employing Copper-Based Photocatalysis

2024· article· en· W4400775824 on OpenAlexafffund
G. W. Roland, Kirsten N. Hurdal, Aness Bouchouicha, Nicolas Dowe, Rebecca L. Davis, Shawn K. Collins

Bibliographic record

VenueACS Catalysis · 2024
Typearticle
Languageen
FieldChemistry
TopicRadical Photochemical Reactions
Canadian institutionsUniversity of ManitobaUniversité de MontréalCentre in Green Chemistry and Catalysis
FundersFonds de recherche du Québec – Nature et technologiesNatural Sciences and Engineering Research Council of Canada
KeywordsCyclobutanesPhotocatalysisCopperBicyclic moleculeChemistryCatalysisPhotochemistryMedicinal chemistryOrganic chemistryCycloaddition

Abstract

fetched live from OpenAlex

A first-row transition metal complex, Cu( dmp )( DPEPhos )BF 4, promotes the synthesis of boracyclobutanes (11 examples, 38 → 87%) and 2-oxa-BCHs (10 examples, 55 → 90%) via photocatalytic [2 + 2] cycloaddition. Computational analysis predicted the structures of the major and minor isomers of both processes. The catalyst structure was determined through screening of a variety of diimine and bisphosphine combinations that enabled optimization of a range of triplet energy levels, excited-state lifetimes, and photostabilities. The use of the Cu( dmp )( DPEPhos )BF 4 complex offers a mild alternative to reaction conditions employing UV light or iridium-based photocatalysts previously reported and validates the potential for copper-based photocatalysis for the preparation of skeletons for drug development.

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 score0.003
Threshold uncertainty score0.009

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)0.0030.000

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 head0.263
Teacher spread0.251 · 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

Citations11
Published2024
Admission routes2
Has abstractyes

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