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Record W2973151937 · doi:10.3762/bxiv.2019.88.v1

Synthesis and characterization of ortho bromo-methoxy aminoazobenzene derivatives

2019· preprint· en· W2973151937 on OpenAlexafffund
David Martínez‐López, Amir Babalhavaeji, Diego Sampedro, G. Andrew Woolley

Bibliographic record

Venuenot available
Typepreprint
Languageen
FieldMaterials Science
TopicPhotochromic and Fluorescence Chemistry
Canadian institutionsUniversity of Toronto
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsPhotoisomerizationChemistryBlue lightReversionIonCharacterization (materials science)Red lightPhotochemistryStereochemistryIsomerizationCombinatorial chemistryOrganic chemistryMaterials scienceNanotechnologyCatalysisBiochemistry

Abstract

fetched live from OpenAlex

Aminoazobenzene derivatives with four ortho substituents with respect to the NN double bond are a relatively unexplored class of azo compounds that show promise for use as photoswitches in biology. Tetra- ortho methoxy aminoazobenzenes, in particular, can form azonium ions under physiological conditions and exhibit red-light photoswitching. Here, we report the synthesis and characterization of two ortho bromo-methoxy aminoazobenzene derivatives. These compounds form red light absorbing azonium ions but only under very acidic conditions (pH <1). While the low pKa makes the azonium form unsuitable, the neutral versions of these compounds undergo trans-to-cis photoisomerization with blue-green light and exhibit slow (τ½ ~10 min) thermal reversion and so may find applications under physiological conditions.

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 score0.021
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 science0.0000.001
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 head0.018
GPT teacher head0.247
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

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

Citations0
Published2019
Admission routes2
Has abstractyes

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