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Record W1515342267 · doi:10.1002/ejoc.201201502

Turning‐on the Quenched Fluorescence of Azomethines through Structural Modifications

2013· article· en· W1515342267 on OpenAlexafffund
Satyananda Barik, W. G. Skene

Bibliographic record

VenueEuropean Journal of Organic Chemistry · 2013
Typearticle
Languageen
FieldChemistry
TopicPhotochemistry and Electron Transfer Studies
Canadian institutionsUniversité de MontréalBombardier (Canada)Université du Québec à Montréal
FundersNatural Sciences and Engineering Research Council of CanadaAlexander von Humboldt-Stiftung
KeywordsFluoreneChemistryPhotochemistryFluorescencePhotoisomerizationIsomerizationFluorescence spectroscopyTrimerOrganic chemistryPolymerDimerCatalysis

Abstract

fetched live from OpenAlex

Abstract A series of fluorene azomethines were prepared to examine the effect of structural modification on the absolute fluorescence quantum yields (Φ fl ). The change in fluorescence occurring upon reversing the orientation of the azomethine bond, the number of fluorene units, and alkylation at the 9,9′‐positions of fluorene was examined. It was found that Φ fl could be tailored with these structural modifications with 0.05 ≤ Φ fl ≤ 0.45. The highest Φ fl was measured for the trimer derived from 2,7‐diamino fluorene with each fluorene being alkylated at the 9,9′‐positions. The fluorescence quantum yields did not increase at 77 K, implying the absence of fluorescence quenching modes involving internal conversion. Fluorescence enhancement was also not observed upon protonating the imine with trifluoroacetic acid. This confirms that Waldon inversion and isomerization are not fluorescence deactivation modes. Additionally, no photoisomerization was observed either at room temperature or at 77 K when the fluorene derivatives were irradiated at 354 nm. In contrast, the Z photoisomer of a N ‐benzylideneaniline analogue was spectroscopically detected both by absorbance and by 1 H NMR spectroscopy.

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 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 score0.030
Threshold uncertainty score0.997

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 science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0040.000

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 head0.018
GPT teacher head0.228
Teacher spread0.210 · 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 teacher head, not a consensus.

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

Citations14
Published2013
Admission routes2
Has abstractyes

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