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Record W2067906450 · doi:10.1080/10610270802527044

Phenyl boronic acid complexes of diols and hydroxyacids

2009· article· en· W2067906450 on OpenAlexaff
Caleb M. Bromba, Philippa Carrie, Jonathan K. W. Chui, Thomas M. Fyles

Bibliographic record

VenueSupramolecular chemistry · 2009
Typearticle
Languageen
FieldChemistry
TopicMolecular Sensors and Ion Detection
Canadian institutionsUniversity of Victoria
Fundersnot available
KeywordsChemistrySteric effectsBoronic acidPotentiometric titrationElectronic effectAqueous solutionTitrationStability constants of complexesRing strainOrganic chemistryRing (chemistry)Medicinal chemistryStereochemistryIon

Abstract

fetched live from OpenAlex

Cumulative formation constants for the interaction of phenyl boronic acids with 1,2-diols and structurally related α-hydroxy carboxylic acids were determined by potentiometric titration in aqueous solution. Although there is a significant electronic effect on the acidity of phenyl boronic acid (ρ = 2.1), there is no marked electronic effect on the stability of the complexes. Rather, the complexes are significantly destabilised by adjacent anionic groups, by steric interactions across the face of the cyclic boronate ester and by angle strain within the boronate ester ring. Binding that is nearly independent of pH is observed for some favourably constituted α-hydroxy acid complexes as a result of the relatively high acidity of the acids, which in turn allows tetrahedral boronate complexes to persist in acidic solution (pH < 3). Boronate complex stability is remarkably sensitive to steric and electrostatic factors.

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)0.000
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 score0.026
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

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)0.0010.000

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 head0.004
GPT teacher head0.205
Teacher spread0.200 · 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

Citations38
Published2009
Admission routes1
Has abstractyes

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