MétaCan
Menu
Back to cohort
Record W4411631607 · doi:10.1139/cjc-2025-0035

One-pot synthesis of alpha-diimines from alkylammonium salts

2025· article· en· W4411631607 on OpenAlexafffundvenue
Emily K. Burke, Shay Heans Moreyra, Erin N. Welsh, Izabella O. Krug, Katherine N. Robertson, Alexander W. H. Speed

Bibliographic record

VenueCanadian Journal of Chemistry · 2025
Typearticle
Languageen
FieldChemistry
TopicSynthesis and Catalytic Reactions
Canadian institutionsSaint Mary's UniversityDalhousie University
FundersNatural Sciences and Engineering Research Council of CanadaCanada Foundation for Innovation
KeywordsChemistryAlpha (finance)Organic chemistryPolymer chemistryStereochemistry

Abstract

fetched live from OpenAlex

A one-pot synthesis of alkyl-containing diazabutadienes from primary alkylamine HCl salts is presented. This synthesis substitutes halogenated solvents with isopropyl acetate (a recommended solvent from an environmental and hazard perspective), toluene or heptane, and avoids the need for a separate step for generating the free base amine when starting with amines in their HCl salt form. The amine HCl salts, whether commercially available or synthesized, are conveniently handled and stored. The diazabutadienes have comparable or superior purity to examples prepared with halogenated solvents, ascertained by NMR spectroscopy. Since diazabutadienes are commonly used as either ligands or precursors for heterocycles including N-heterocyclic carbenes and diazaphospholenes, this route will be of convenience to many researchers in multiple areas of catalysis.

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)0.001
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 score0.124
Threshold uncertainty score0.998

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
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 science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0030.000

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 head0.011
GPT teacher head0.213
Teacher spread0.202 · 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
Published2025
Admission routes3
Has abstractyes

Explore more

Same venueCanadian Journal of ChemistrySame topicSynthesis and Catalytic ReactionsFrench-language works237,207