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Record W1982076777 · doi:10.1002/poc.1754

Photochemical generation of thiophene analogs of 9‐fluorenyl cations

2010· article· en· W1982076777 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.

Bibliographic record

VenueJournal of Physical Organic Chemistry · 2010
Typearticle
Languageen
FieldChemistry
TopicPhotochemistry and Electron Transfer Studies
Canadian institutionsMcMaster UniversityYork University
Fundersnot available
KeywordsChemistryThiophenePhotochemistryAntiaromaticityMethanolFlash photolysisIsodesmic reactionQuenching (fluorescence)BenzeneSpectroscopyIonComputational chemistryAromaticityMoleculeOrganic chemistryDensity functional theoryKineticsFluorescenceReaction rate constant

Abstract

fetched live from OpenAlex

Abstract The 9‐fluorenyl cation is a member of the 4 N Hückel antiaromatic series of intermediates, first observed by time‐resolved spectroscopy on UV photo‐excitation of 9‐fluorenol. Thiophene analogs of 9‐fluorenol in which one of the annelated benzene rings is replaced by a thiophene were prepared in three regioisomeric forms, and subjected to preparative and laser flash photolysis. Photoproduct studies in methanol indicated products derived from the corresponding fluorenyl cations and radical intermediates. Time‐resolved spectroscopy showed transients which were assigned to the corresponding cations as evident from methanol quenching. The lifetimes and methanol quenching rates of these transients were compared with those of parent fluorenyl cation, and were found to be about two orders of magnitude more stable than the latter. On the other hand thermodynamic stabilities obtained from theoretical calculations based on isodesmic reactions of the open form cations, and NICS indicate that two of these ions ( 2 and 4 ) are less stable than 9‐fluorenyl cation, whereas the “side” isomer 3 is slightly more stable. Copyright © 2010 John Wiley & Sons, Ltd.

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 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 score0.003
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.001
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 head0.010
GPT teacher head0.239
Teacher spread0.229 · 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