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Record W2329478615 · doi:10.1021/om500529e

Synthesis, Characterization, and Oxidation of New POCN<sub>imine</sub>-Type Pincer Complexes of Nickel

2014· article· en· W2329478615 on OpenAlexafffund
Berline Mougang‐Soumé, F. Bélanger-Gariépy, Davit Zargarian

Bibliographic record

VenueOrganometallics · 2014
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversité de Montréal
FundersNatural Sciences and Engineering Research Council of CanadaFonds Québécois de la Recherche sur la Nature et les TechnologiesCentre in Green Chemistry and Catalysis
KeywordsChemistryPincer movementNickelMedicinal chemistryLigand (biochemistry)ImineDivalentInorganic chemistryStereochemistryCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

This report describes the synthesis and characterization of new pincer-type complexes of divalent and trivalent nickel. Refluxing toluene mixtures of NiBr 2 (CH 3 CN) n and the unsymmetrical pincer-type ligands Ph-POC H N imine -R gave (Ph-POCN imine -R)Ni(II)Br in good yields (Ph-POC H N imine -R = 1-(Ph 2 PO),3-(CHNR)C 6 H 4; R = Bn, 1; Ph, 2; t -Bu, 3; Cy, 4 ). The C–H nickelation step involved in these syntheses is facilitated in the presence of NEt 3 . Treating compounds 1 – 4 with Br 2, I 2, N -bromosuccinimide (NBS) and N -chlorosuccinimide appears to bring about the desired one-electron oxidation of the Ni(II) center in these complexes, but the putative trivalent species decompose over time and could not be isolated. One of the decomposition products obtained in the Br 2 reaction was identified as the zwitterionic compound [Br 3 Ni(II){κ O -( E )- N -(3-((diphenylphosphoryl)oxy)benzylidene)benzenaminium}], 5 . To identify the factors that are important for isolation of stable trivalent derivatives, we prepared the divalent precursors ( i -Pr-POCN imine -Ph)NiX (X= Br, 6, and NCS, 9 ) and studied their reactions with various oxidants. Whereas treatment of 6 with Br 2 or NBS gave the target 17-electron complex ( i -Pr-POCN imine -Ph)Ni(III)Br 2 ( 7 ), no mixed-ligand trivalent complexes of the type ( i -Pr-POCN imine -Ph)Ni(III)Br(X) could be isolated from reactions of ( i -Pr-POCN imine -Ph)Ni(NCS) ( 9 ) with NBS or of 6 with N -chlorosuccinimide. The latter reaction gave a complex mixture from which was isolated a paramagnetic, trinuclear compound ( 8 ) composed of octahedral Ni(II) units featuring μ 2 -Cl and μ 2,κ O,κ N -succinimide fragments. The solid state structures of all new complexes 2 - 9 have been elucidated by X-ray crystallography.

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 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 score0.050
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
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)0.0070.000

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 head0.014
GPT teacher head0.212
Teacher spread0.198 · 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

Citations42
Published2014
Admission routes2
Has abstractyes

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