MétaCan
Menu
Back to cohort
Record W3134311634 · doi:10.1021/acs.joc.0c02579

“Shadow” Synthesis, Structure, and Electronic Properties of [2.2](1,6)(1,8)Pyrenophane-1-monoene

2021· article· en· W3134311634 on OpenAlexafffund
Kiran Sagar Unikela, Zahra A. Tabasi, Louise N. Dawe, Yuming Zhao, Graham J. Bodwell

Bibliographic record

VenueThe Journal of Organic Chemistry · 2021
Typearticle
Languageen
FieldChemistry
TopicSynthesis and Properties of Aromatic Compounds
Canadian institutionsWilfrid Laurier UniversityMemorial University of Newfoundland
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsIntramolecular forceChemistryPlanarity testingNatural bond orbitalPyreneExcimerMonomerPhotochemistryFluorescenceCrystallographyStereochemistryMoleculeOrganic chemistryPolymer

Abstract

fetched live from OpenAlex

An unexpected side product of a McMurry reaction was found to be a new [2.2]pyrenophane consisting of two pyrene units with different substitution patterns as well as different types and degrees of distortion from planarity. The new pyrenophane exhibits both monomer and intramolecular excimer fluorescence. Natural bond orbital (NBO) analysis revealed that there is an intramolecular charge-transfer interaction from the more distorted pyrene system to the less distorted one. The origin of the new pyrenophane was traced back to an impurity that was present a full five steps prior to the McMurry reaction from which it was isolated. The pathway to the pyrenophane shadowed that of the main synthetic route.

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)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesInsufficient payload (model declined to judge)
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 score0.018
Threshold uncertainty score0.996

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 science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0040.000

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 head0.009
GPT teacher head0.183
Teacher spread0.174 · 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

Citations3
Published2021
Admission routes2
Has abstractyes

Explore more

Same venueThe Journal of Organic ChemistrySame topicSynthesis and Properties of Aromatic CompoundsFrench-language works237,207