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Record W2318774972 · doi:10.1021/om200885c

Activation of Alkyl C–F Bonds by B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>: Stoichiometric and Catalytic Transformations

2011· article· en· W2318774972 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.

Bibliographic record

VenueOrganometallics · 2011
Typearticle
Languageen
FieldChemistry
TopicOrganoboron and organosilicon chemistry
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsChemistryAlkylStoichiometryCatalysisSteric effectsPhosphoniumLewis acids and basesSalt (chemistry)Phosphonium saltMedicinal chemistryAlkaneStereochemistryOrganic chemistry

Abstract

fetched live from OpenAlex

The Lewis acid B(C 6 F 5 ) 3 is shown to activate a series of alkyl fluorides. In stoichiometric reactions, treatment of sterically demanding phosphines with B(C 6 F 5 ) 3 /alkyl fluorides gives phosphonium fluoroborate salts while treatment of B(C 6 F 5 ) 3 /alkyl fluorides with the salts [ t Bu 3 PX][XB(C 6 F 5 ) 3 ] (X = H, PhS) gives the alkane and the salt byproduct [ t Bu 3 PX][FB(C 6 F 5 ) 3 ]. These fluoroalkanes are also catalytically converted to the corresponding alkanes by reaction of the fluoroalkane and Et 3 SiH using B(C 6 F 5 ) 3 as the catalyst.

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)0.000
metaresearch head score (Gemma)0.000
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 score0.017
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0010.003
Science and technology studies0.0000.001
Scholarly communication0.0000.001
Open science0.0010.000
Research integrity0.0010.001
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 head0.013
GPT teacher head0.203
Teacher spread0.189 · 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