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Record W4385994333 · doi:10.1080/00397911.2023.2246084

One-step synthesis of perfluorinated polyphenylenes using modified Ullmann coupling conditions

2023· article· en· W4385994333 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueSynthetic Communications · 2023
Typearticle
Languageen
FieldPharmacology, Toxicology and Pharmaceutics
TopicFluorine in Organic Chemistry
Canadian institutionsUniversity of Ottawa
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryCoupling (piping)Combinatorial chemistryOrganic chemistryPolymer chemistryComposite material

Abstract

fetched live from OpenAlex

Fluorinated compounds have attracted attention in both the pharmaceutical industry and materials science due to the small size and strong electron-withdrawing property of the fluorine atom. In materials science, perfluorinated polyphenylenes play an important role as electron transport layers in organic electronics. While various strategies for the preparation of fluorinated arenes have been reported, the number of synthetic methods available for perfluorinated arenes remains limited, mainly due to the change in reactivity of reagents and substrates at the reaction site upon the introduction of additional fluorine atoms. Given the important applications of perfluorinated polyphenyl-based compounds, this article describes the one-step synthesis of the dendrimer perfluoro-3,3’5,5’-tetrakisphenyldiphenyl-1,1’, which to date no example of a targeted synthesis has been reported in literature, and the synthetic methodology for the direct preparation of linear perfluorinated para-sexiphenyl. Both strategies use starting materials that are either commercially available or can be easily accessed using standard literature methods.

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.

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)0.001
metaresearch head score (Gemma)0.001
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 score0.443
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.001
Science and technology studies0.0010.001
Scholarly communication0.0000.000
Open science0.0010.001
Research integrity0.0000.001
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 head0.218
GPT teacher head0.447
Teacher spread0.229 · 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