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Record W4413444941 · doi:10.1016/j.dyepig.2025.113161

Orientation of nitration in bay-region of benzothioxanthene imide: A streamlined pathway to N- and S-annulated derivatives

2025· article· en· W4413444941 on OpenAlex
Ahmad Kassem, Darío Puchán Sánchez, Karolina Saczuk, Arthur H. G. David, Magali Allain, Marco Deiana, Julien Boixel, Gregory C. Welch, Cyrille Monnereau, Pierre Josse, Clément Cabanetos

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

VenueDyes and Pigments · 2025
Typearticle
Languageen
FieldChemistry
TopicChemical Reaction Mechanisms
Canadian institutionsUniversity of Calgary
FundersH2020 Marie Skłodowska-Curie ActionsCentre National de la Recherche ScientifiqueNarodowe Centrum NaukiConseil National de la Recherche ScientifiqueAgence Nationale de la RechercheUniversity of Calgary
KeywordsNitrationImideOrientation (vector space)ChemistryBayStereochemistryOrganic chemistryGeologyGeometryMathematicsOceanography

Abstract

fetched live from OpenAlex

N -annulation has recently emerged as a powerful approach for modulating the optoelectronic properties of benzothioxanthene imide (BTI) derivatives, enabling their application in areas ranging from light-emitting devices to photodynamic therapy. In this study, we report an optimized synthetic strategy that reduces the original seven-step process for N -annulated BTIs to just four steps, achieving a ∼40% improvement in efficiency. Additionally, we introduce a novel S -annulated BTI derivative, extending the scope of heteroatom-involving ring fusion. Comparative analysis between N- and S-annulated compounds reveals the pronounced influence of a single-atom modification on the π-conjugated system. These findings demonstrate the utility of annulation as a chemically accessible and versatile tool for fine-tuning molecular architectures with tailored photophysical properties.

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 score0.018
Threshold uncertainty score0.262

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)0.0000.000

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 head0.010
GPT teacher head0.263
Teacher spread0.253 · 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