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Record W4404052524 · doi:10.1039/d4ra06592a

Phenylsulfonate as a photolabile group for intramolecular carbon–carbon cross-coupling reactions

2024· article· en· W4404052524 on OpenAlexafffund
Simon Plaize, Jean‐François Morin

Bibliographic record

VenueRSC Advances · 2024
Typearticle
Languageen
FieldChemistry
TopicRadical Photochemical Reactions
Canadian institutionsUniversité Laval
FundersNatural Sciences and Engineering Research Council of CanadaCentre québécois sur les matériaux fonctionnels
KeywordsTriphenyleneRadicalIntramolecular forceChemistryArylYield (engineering)PhotochemistryGroup (periodic table)Coupling reactionReinforced carbon–carbonCarbon fibersAryl radicalOrganic chemistryMoleculeMaterials scienceAlkylCatalysis

Abstract

fetched live from OpenAlex

Efficient cyclization reactions play a pivotal role in the synthesis of extended polycyclic aromatic hydrocarbons (PAHs) and graphene nanoribbons. Although efficient reactions have been developed, a simple yet versatile method that is compatible with most functional groups is still lacking. Herein, we report the use of phenylsulfonates as a photolabile group to generate aryl radicals that undergo a radical cyclization reaction to produce triphenylene derivatives. The phenylsulfonate group proves to be a highly adaptable and robust photolabile group, and compatible with Suzuki cross-coupling conditions. Kinetic and optimization experiments have been conducted, shedding light on the potential of this reaction as a versatile tool for the synthesis of PAHs.

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)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
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 score0.365
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
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 head0.010
GPT teacher head0.302
Teacher spread0.293 · 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
Published2024
Admission routes2
Has abstractyes

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