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Record W2335521398 · doi:10.1021/om3012695

2-Aminopyridinate Titanium Complexes for the Catalytic Hydroamination of Primary Aminoalkenes

2013· article· en· W2335521398 on OpenAlexafffund
Eugene Chong, Sadaf Qayyum, Laurel L. Schafer, Rhett Kempe

Bibliographic record

VenueOrganometallics · 2013
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversity of British Columbia
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsHydroaminationChemistryReactivity (psychology)ProtonolysisCatalysisIntramolecular forceLigand (biochemistry)Steric effectsTitaniumMedicinal chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

A series of mono(2-aminopyridinato)tris(dimethylamido) titanium complexes, ApTi(NMe 2 ) 3 (where Ap = 2-aminopyridinato), have been prepared via protonolysis, and their reactivity for the hydroamination of primary aminoalkenes has been explored. The Ti complex incorporating N,6-dimesityl-2-aminopyridinate as the supporting ancillary ligand has been shown to yield a catalyst suitable for room-temperature intramolecular hydroamination reactions to give gem -disubstituted five- and six-membered-ring products. The comparison of ApTi(NMe 2 ) 3 with other group 4 catalysts shows that controlling the steric environment at the metal center is the critical determining factor for hydroamination reactivity. The screening of known challenging primary aminoalkene substrates with the most reactive ApTi(NMe 2 ) 3 shows good breadth of reactivity for the reaction. This complex is not able to cyclize secondary aminoalkene substrates, suggesting this reaction proceeds via an intermediate imido [2+2] cycloaddition pathway. An Ap-supported Ti imido complex, which also exhibits hydroamination activity, has been prepared and fully characterized from ApTi(NMe 2 ) 3 and 2,6-dimethylaniline.

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 machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation 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 score0.001
Threshold uncertainty score0.004

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
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 science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

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 head0.019
GPT teacher head0.213
Teacher spread0.194 · 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 source (direct Gemma or distilled Codex), 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

Citations48
Published2013
Admission routes2
Has abstractyes

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