MétaCan
Menu
Back to cohort
Record W2338150596 · doi:10.5539/ijc.v8n2p43

A Study of 13C Chemical Shifts for a Series of 2-(4-methoxyphenyl)-substituted-3-phenyl-1,3-thiazolidin-4-ones

2016· article· en· W2338150596 on OpenAlex
Chino Mannikarottu, John Tierney, Kevin C. Cannon, Linda M. Mascavage, Anthony F. Lagalante

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.

venuePublished in a venue whose home country is Canada.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

Bibliographic record

VenueInternational Journal of Chemistry · 2016
Typearticle
Languageen
FieldChemistry
TopicSynthesis and Characterization of Heterocyclic Compounds
Canadian institutionsnot available
FundersTemple UniversityPennsylvania State University
KeywordsChemistrySubstituentStereochemistryRing (chemistry)Medicinal chemistry

Abstract

fetched live from OpenAlex

The <sup>13</sup>C substituent chemical shifts C-2, C-4 and C-5 (with a particular focus at C-2) for disubstituted 2,3-diphenylthiazolidin-4-ones with one substituent in each phenyl ring are systematically being investigated. The substituents in question are <em>p</em>-NO<sub>2</sub>, <em>m</em>-NO<sub>2</sub>, <em>p</em>-F, <em>m</em>-F, <em>p</em>-Cl, <em>m</em>-Cl, <em>p</em>-Br, <em>m</em>-Br, H, <em>p</em>-CH<sub>3</sub>, <em>m</em>-CH<sub>3</sub>, <em>p</em>-OCH<sub>3</sub> and <em>m</em>-OCH<sub>3</sub>. This combination of substituents leads to a 13 x 13 matrix array of compounds with the fixed substituents in the 2-phenyl ring constituting the columns and the fixed substituents in the 3-phenyl rings constituting the rows. Including this present study, 81 of the total 169 compounds in the matrix have been analyzed. A single <em>para</em>-methoxy group interacting with another fixed substituent, as measured by <sup>13</sup>C substituent chemical shift values at C-2 in either the C-2 phenyl or N-3 phenyl rings, shows little deviation. This changes however when the moiety is either an alkyl group at N-3 or when a <em>para</em>-methoxy group is the fixed substituent on the N-3 phenyl ring. This present study shows that a <em>para</em>-methoxy group on a C-2 phenyl ring shows a similar deviation in the efficacy in the transmission of electronic effects witnessed in this set of matrix compounds and mimics the issues seen with a previously studied <em>para</em>-methoxy substituted system with the <em>para</em>-methoxy group on the N-3 phenyl ring. Reasons for these aberrations are discussed.

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)0.001
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 score0.787

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
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 science0.0010.000
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 head0.025
GPT teacher head0.282
Teacher spread0.257 · 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