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Record W3211708060 · doi:10.1002/hlca.202100190

Visible‐Light Mediated Photooxidative Phosphorylation of Benzylamines: A Novel and Mild Pathway Towards α‐Aminophosphorus Compounds

2021· article· en· W3211708060 on OpenAlexafffund
Sosthène Ung, Inna Perepichka, Chao‐Jun Li

Bibliographic record

VenueHelvetica Chimica Acta · 2021
Typearticle
Languageen
FieldChemistry
TopicRadical Photochemical Reactions
Canadian institutionsMcGill UniversityCentre in Green Chemistry and Catalysis
FundersNatural Sciences and Engineering Research Council of CanadaMcGill University
KeywordsChemistryOxidizing agentBenzylamineIridiumCombinatorial chemistryMolecular oxygenPhotosensitizerPhotochemistryPhosphorylationOxidative phosphorylationStoichiometryVisible spectrumOxygenCatalysisOrganic chemistryBiochemistry

Abstract

fetched live from OpenAlex

Abstract Traditional syntheses of α‐aminophosphorus therapeutic targets proceed through the hydrophosphorylation of C=N or C=O bonds, thus necessitating preliminary oxidized substrates. Cross‐dehydrogenative coupling strategies can bypass this extra oxidation step by oxidizing simpler substrates in situ before phosphorylating them, but those protocols can suffer from the use of toxic stoichiometric oxidants. Photochemical strategies can access those oxidized intermediates without any harsh conditions and can use molecular oxygen as a benign and sustainable oxidant. We report herein a simple protocol using visible light, phosphinylidenes and benzylamine derivatives for the synthesis of α‐aminophosphorus products under aerobic conditions and using an iridium photosensitizer.

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), 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 score0.045
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
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 head0.016
GPT teacher head0.242
Teacher spread0.226 · 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

Citations5
Published2021
Admission routes2
Has abstractyes

Explore more

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