MétaCan
Menu
Back to cohort
Record W2022316368 · doi:10.1002/ejoc.200500335

Synthesis of a Novel Series of 6,6'‐Disubstituted 4,4'‐Bipyrimidines by Radical Anion Coupling: New π‐Accepting Ligands for Coordination Chemistry

2005· article· en· W2022316368 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

VenueEuropean Journal of Organic Chemistry · 2005
Typearticle
Languageen
FieldChemistry
TopicSynthesis and Characterization of Heterocyclic Compounds
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsChemistryDelocalized electronPyrimidineArylCrystal structureLigand (biochemistry)Cyclic voltammetryElectron delocalizationCoordination complexStereochemistryCrystallographyElectrochemistryOrganic chemistryReceptor

Abstract

fetched live from OpenAlex

Abstract A new family of 6,6'‐disubstituted 4,4'‐bipyrimidine ligands has been prepared and characterized. The reduction potentials of the new ligands, as determined by cyclic voltammetry, indicate that these new ligands are considerably better π‐acceptors than the ubiquitous 2,2'‐bipyridine ligand, and are even superior to the parent unsubstituted 4,4'‐bipyrimidine ligand. The substituents in 6,6' positions of the 4,4'‐bipyrimidine also cause a red‐shift in the π→π* and n→π* absorptions throughout the UV region. The X‐ray crystal structure of one member of the family of bipyrimidines demonstrates that the aryl substituents may lie coplanar with the pyrimidine rings in the solid state. The additional electron delocalization afforded by the aryl substituents on the pyrimidine rings contribute to the better π‐accepting ability of these compounds. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient 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 score0.010
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
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 science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0020.000

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 head0.016
GPT teacher head0.225
Teacher spread0.209 · 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