MétaCan
Menu
Back to cohort
Record W2074346233 · doi:10.1021/ja055356v

Measuring Antiaromaticity by an Analysis of Ring Current and Coupling Constant changes in a Cyclopentadienone-Fused Dihydropyrene

2005· article· en· W2074346233 on OpenAlexafffund
Reginald H. Mitchell, Rui Zhang, Wei Fan, David J. Berg

Bibliographic record

VenueJournal of the American Chemical Society · 2005
Typearticle
Languageen
FieldChemistry
TopicSynthesis and Properties of Aromatic Compounds
Canadian institutionsUniversity of Victoria
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryAntiaromaticityRing (chemistry)Coupling constantCoupling (piping)Current (fluid)Computational chemistryConstant (computer programming)Constant currentThermodynamicsOrganic chemistryMoleculeAromaticityQuantum mechanicsPhysics

Abstract

fetched live from OpenAlex

The synthesis of the chloro- and parent cyclopentadienone-fused dihydropyrenes 10 and 7 are reported. Analysis of coupling constants, and chemical shift changes between these and the nonconjugated dihydro derivatives 11 and 8, and between the benzannulene 4 and the parent annulene 12, indicates without doubt that cyclopentadienone is behaving as an antiaromatic 4n-pi system and that in its effect on the ring current of 12, cyclopentanedienone has about 80% of the effect of benzene. This is the first time that a suitable probe has been used to estimate the relative ability of a 4n-pi system to bond localize the probe in comparison to the (4n + 2)-pi system benzene.

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 machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation 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 score0.001
Threshold uncertainty score0.004

Distilled classifier scores by category (both heads)

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 head0.024
GPT teacher head0.256
Teacher spread0.232 · 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 source (direct Gemma or distilled Codex), 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

Citations20
Published2005
Admission routes2
Has abstractyes

Explore more

Same venueJournal of the American Chemical SocietySame topicSynthesis and Properties of Aromatic CompoundsFrench-language works237,207