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Record W2945897597 · doi:10.1002/poc.3970

Molecular structure and electronic properties of substituted tetrabenzocoronenes: DFT and TD‐DFT investigations

2019· article· en· W2945897597 on OpenAlex

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.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueJournal of Physical Organic Chemistry · 2019
Typearticle
Languageen
FieldChemistry
TopicSynthesis and Properties of Aromatic Compounds
Canadian institutionsMemorial University of Newfoundland
FundersNatural Sciences and Engineering Research Council of CanadaMemorial University of Newfoundland
KeywordsChemistryConformational isomerismDensity functional theorySubstituentSinglet stateComputational chemistryMolecular orbitalElectronic structureMoleculeHOMO/LUMOConjugated systemGround stateStereochemistryOrganic chemistryExcited stateAtomic physics

Abstract

fetched live from OpenAlex

Abstract 1,2:3,4:7,8:9,10‐Tetrabenzocoronene ( TBC ) is a highly π‐conjugated polycyclic aromatic hydrocarbon (PAH) with an intriguing nonplanar, twisted molecular shape featuring two [4]helicene subunits on the opposite sides of the molecule. In this study, we examined the electronic substituent effects on the molecular properties of a series of TBC derivatives by density functional theory (DFT) and time‐dependent DFT (TD‐DFT) computational analysis at the B3LYP/6‐31G(d) and TD‐B3LYP/6‐311 + G(d,p) levels. The equilibrium geometries for the stable conformers of the TBC derivatives in the ground singlet state (S o ) and related transition states were optimized to obtain the energy barriers associated with the interconversion among these conformers. Variations of aromatic character for these compounds were evaluated by nucleus‐independent chemical shift (NICS) calculations, while the frontier molecular orbital (FMO) energies and the vertical electronic absorption and emission energies were calculated. The calculated absorption and emission spectra of these TBC derivatives show good correlations with the Hammett substituent constant ( σ ). Overall, our study has demonstrated that the attachment of electron‐donating/withdrawing substituents to the edges of TBC can exert significant effects on the structural, electronic, and photophysical properties. Understanding of the substitution effects on TBC provides valuable insight for the design and development of novel PAH‐based organic electronic materials and devices.

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)0.000
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 score0.002
Threshold uncertainty score0.590

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)0.0010.000

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 head0.005
GPT teacher head0.180
Teacher spread0.175 · 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