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π-Delocalization in the vicinal lone pairs of hydrazines: Structure and electronic effects in derivatives of 9-aminocarbazole

2025· article· en· W4413848609 on OpenAlexafffund
Joël Poisson, Philip J. Karageorghis, Ian S. Butler, D. Scott Bohle

Bibliographic record

VenueJournal of Molecular Structure · 2025
Typearticle
Languageen
FieldChemistry
TopicStructural and Chemical Analysis of Organic and Inorganic Compounds
Canadian institutionsMcGill University
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryVicinalDelocalized electronLone pairComputational chemistryElectronic effectStereochemistryElectron delocalizationOrganic chemistryMoleculeSteric effects

Abstract

fetched live from OpenAlex

A series of four substituted carbazoles with N-N bonds have been prepared, characterized, and structurally determined by single crystal X-ray diffraction. These include derivatives with donating amino, NNH 2 , electron withdrawing mono-and bisacetyl, NNHC(O)Me and NN[C(O)Me] 2 , and conjugating Shiff base derivatives from the condensation of 9-aminocarbazole with arylaldehydes. The electronic structure and optimized gas phase structures of all four have been determined with density functional theory, B3LYP, and triple zeta basis sets either 6-311++g** or cc-pvtz. Together these experimental and theoretical results allow for the contrast of all four predominant N-N bonds in hydrazine derivatives.

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 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 score0.033
Threshold uncertainty score0.426

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 head0.002
GPT teacher head0.200
Teacher spread0.199 · 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.

The models applied no category: nothing in the taxonomy fit this work.
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 routes2
Has abstractyes

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