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Record W4410865977 · doi:10.26434/chemrxiv-2025-3mfkw

Exploring the Azabenzannulation on Benzothioxanthene Imide

2025· preprint· en· W4410865977 on OpenAlex
Arthur H. G. David, Darío Puchán Sánchez, Ahmad Kassem, M. Röger, Magali Allain, Tangui Le Bahers, Cyrille Monnereau, Antoine Goujon, 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.

fundA Canadian funder is recorded on the work.
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

VenueChemRxiv · 2025
Typepreprint
Languageen
FieldChemistry
TopicSynthesis and Reactivity of Sulfur-Containing Compounds
Canadian institutionsnot available
FundersHORIZON EUROPE European Research CouncilInstitute of Circulatory and Respiratory HealthCentre National de la Recherche ScientifiqueConseil Régional des Pays de la LoireInstitut Universitaire de FranceÉcole Normale Supérieure de LyonEuropean Commission
KeywordsImideBusinessMaterials sciencePolymer chemistry

Abstract

fetched live from OpenAlex

We report herein the synthesis and characterization of azabenzannulated benzothioxanthene imides (BTIs) functionalized with various appended aromatic units. This new class of polycyclic aromatic hydrocarbons are prepared via a straightforward and efficient synthetic strategy that involves a visible-light-mediated photocyclization of imines. The later are formed in situ from the condensation of an amine moiety at the bay position of the BTI core with aldehydes, followed by oxidative rearomatization. These green-yellow fluorescent emitters (φf ~ 0.14-0.20) combine dual redox properties with significant triplet state generation — resulting from a combination strong spin-orbit couplings and the energetic proximity between their S1 state and their triplet states — with singlet oxygen sensitization efficiencies φΔ~ 0.39-0.49. Hence, this design principle enables accessible tailored structural modifications through the incorporation of diverse functional groups onto the BTI core with minimal synthetic effort, paving the way to original and versatile functional materials with broad potential in optoelectronics, biophotonics, and photodynamic therapy.

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 categoriesMeta-epidemiology (narrow)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: none
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.478
Threshold uncertainty score1.000

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 science0.0010.001
Research integrity0.0000.001
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 head0.110
GPT teacher head0.277
Teacher spread0.167 · 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