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Record W2332556729 · doi:10.1021/cs400846j

Surface Diastereomeric Complexes Formed by Methyl Benzoylformate and (<i>R</i>)-1-(1-Naphthyl)ethylamine on Pt(111)

2014· article· en· W2332556729 on OpenAlexaff
Guillaume Goubert, Peter H. McBreen

Bibliographic record

VenueACS Catalysis · 2014
Typearticle
Languageen
FieldEngineering
TopicSurface Chemistry and Catalysis
Canadian institutionsUniversité LavalCentre in Green Chemistry and Catalysis
Fundersnot available
KeywordsEthylamineChemistrySteric effectsDiastereomerIntermolecular forceSelectivitySubstrate (aquarium)StereochemistryPhenyl groupMedicinal chemistryMoleculeCrystallographyCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

The formation of diastereomeric complexes between methyl benzoylformate (MBF) and ( R )-1-(1-naphthyl)ethylamine, ( R )-NEA, on Pt(111) was studied using scanning tunneling microscopy. We observe several distinct geometries formed by 1:1 and 2:1 MBF/( R )-NEA complexes. The complexation patterns are compared with our previous data for 2,2,2-trifluoroacetophenone, (TFAP)/( R )-NEA, and methyl-3,3,3 trifluoropyruvate, (MTFP)/( R )-NEA, complexes on Pt(111). Steric hindrance due to the phenyl group forces MBF to form complexes that are inverted relative to those formed by MTFP. Compared to TFAP, the addition of the ester group, permitting intermolecular bonding through either the ester or the keto-carbonyl or both, increases the number of complexation geometries that the substrate can adopt. In particular, the ketoester group permits the phenyl group to be placed distant from ( R )-NEA at several positions while also permitting NH···OC bonding. Overall, this leads to a decrease of the prochiral selectivity relative to TFAP/( R )-NEA complexes.

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 score0.017
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
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 head0.006
GPT teacher head0.195
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

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

Citations12
Published2014
Admission routes1
Has abstractyes

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