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Record W3125729937 · doi:10.1002/celc.202001531

Optimizing the Electrochemiluminescence of Readily Accessible Pyrido[1,2‐α]pyrimidines through “Green” Substituent Regulation

2021· article· en· W3125729937 on OpenAlex
Ruizhong Zhang, Jun Kee Cheng, Liuqing Yang, Jonathan M. Wong, Jonathan R. Adsetts, Ruiyao Wang, Jiyan Liu, Zhifeng Ding, Hongbo Wang

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

VenueChemElectroChem · 2021
Typearticle
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicAdvanced biosensing and bioanalysis techniques
Canadian institutionsWestern University
FundersTianjin UniversityNatural Sciences and Engineering Research Council of CanadaNational Natural Science Foundation of China
KeywordsElectrochemiluminescenceChemistryPhotochemistryOxidizing agentMonomerSubstituentExcited statePyrimidinePhotoluminescenceRadicalCombinatorial chemistryOrganic chemistryStereochemistryMaterials sciencePhysical chemistry

Abstract

fetched live from OpenAlex

Abstract Bright and low‐cost emitting organic molecules are very desirable for electrochemiluminescence (ECL). Here, we report a facile one‐step, three‐component reaction of readily available precursors to synthesize pyrido[1,2‐α]pyrimidine derivatives ( 1 – 4 ), all which give off green photoluminescence (PL). In contrast, the electrochemistry and ECL properties of these luminophores are affected by the extent of the conjugation and the nature of the peripheral substituents. Density functional theory (DFT) calculations identified the aromatic chain substitution could extend the conjugation of pyrido[1,2‐α]pyrimidine core and stabilize the electrogenerated radicals required for generation of an excited state, affording pyrido[1,2‐α]pyrimidine 3 the highest ECL activity among the studied samples. ECL in annihilation route confirmed weak emission, but great improvement was made using oxidizing co‐reactant species (benzoate radical from benzoyl peroxide, BPO) with an efficiency of 43 % relative to that of Ru(bpy) 3 (PF 6 ) 2 . The pyrido[1,2‐α]pyrimidine 3/ BPO system is more robust than those of reducing co‐reactant species [tri‐ n ‐propylamine radical or 2‐(dibutylamino) ethanol radical] and is one of the highest among the reported organic electrochemiluminophores. ECL spectroscopy revealed that the monomeric excited states were the main species to emit light. Their straightforward, one‐step, green synthesis, and their structure tunability represent significant advantages in the development of readily accessible dyes for PL and especially ECL applications.

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 score0.014
Threshold uncertainty score0.757

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.001
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 head0.013
GPT teacher head0.272
Teacher spread0.259 · 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