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Record W2075546141 · doi:10.1139/v05-230

Use of <sup>1</sup>H NMR chemical shifts to determine the absolute configuration and enantiomeric purity for enantiomers of 3,3′-disubstituted-MeO-BIPHEP derivatives

2006· article· en· W2075546141 on OpenAlexvenueno aff
Evgueni Gorobets, Masood Parvez, B.M.M. Wheatley, Brian A. Keay

Bibliographic record

VenueCanadian Journal of Chemistry · 2006
Typearticle
Languageen
FieldChemistry
TopicMolecular spectroscopy and chirality
Canadian institutionsnot available
Fundersnot available
KeywordsChemistryAbsolute configurationEnantiomerChemical shiftEnantiomeric excessStereochemistryDerivative (finance)Proton NMROrganic chemistryEnantioselective synthesisPhysical chemistry

Abstract

fetched live from OpenAlex

The absolute configuration of a series of 3,3′-disubstituted-MeO-BIPHEP derivatives can be determined by the 1 H NMR chemical shift of the methoxyl group when the 3,3′-disubsituted-MeO-BIPHEP derivative is mixed with (–)-(2R,3R)-dibenzoyltartaric acid ((–)-DBTA) (1:2) and its NMR spectrum is run in CDCl 3 . The chemical shift of the methoxyl group in the S ax enantiomer always occurred at higher field than the corresponding R ax enantiomer. Integration of the corresponding methoxyl signals provides the enantiomeric purity of any mixtures.Key words: assignment of absolute configuration, 2,2′-bis(diphenylphosphino)-1,1′-biaryls, MeO-BIPHEP derivatives, asymmetric Heck reaction, 1 H NMR chemical shifts.

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 categoriesnone
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 score0.004
Threshold uncertainty score0.632

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)0.0000.000

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 head0.015
GPT teacher head0.231
Teacher spread0.216 · 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.

The models applied no category: nothing in the taxonomy fit this work.
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

Citations11
Published2006
Admission routes1
Has abstractyes

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