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Record W2147944801 · doi:10.1021/om050936m

Reaction of the Diimine Pyridine Ligand with Aluminum Alkyls:  An Unexpectedly Complex Reaction

2006· article· en· W2147944801 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

VenueOrganometallics · 2006
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversity of Manitoba
Fundersnot available
KeywordsChemistryPyridineDiimineAlkylLigand (biochemistry)AlkylationImineMedicinal chemistryStereochemistryOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

The diimine pyridine ligand 2,6-{2,6- i Pr 2 C 6 H 3 N CMe} 2 C 5 H 3 N ( 1 ) was reacted with a series of aluminum alkyls (Me 3 Al, Et 3 Al, i Bu 3 Al, i Bu 2 AlH, Et 2 AlCl). Depending on the choice of alkyl, addition to the imine carbon and the pyridine C2 and C4 positions was observed. Addition to C2 usually dominates but is reversible; the C4 alkylation product eventually dimerizes via double C−C coupling. Reaction of 1 with AlCl 3 gave the ionic complex [ 1 ·AlCl 2 ] + [AlCl 4 ] - . DFT calculations were used to support NMR assignments of the various addition products and also to study alkyl transfer from Et 2 AlCl to simplified model ligand 1 ‘. Direct alkyl transfer from coordinated Et 2 AlCl to the ligand C4 position is not possible. Introduction of a second molecule of Et 2 AlCl results in formation of the ion pair [ 1 ‘·AlEtCl] + [Et 3 AlCl] -, from which alkyl transfer to any position of the ligand is relatively easy. The dimerization of the C4-alkylated product is symmetry-forbidden and was calculated to follow a stepwise biradical path with an unusually low barrier.

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 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 score0.161
Threshold uncertainty score0.998

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)0.0030.000

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 head0.016
GPT teacher head0.211
Teacher spread0.196 · 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