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Record W1972763638 · doi:10.1021/om900751f

New POCN-Type Pincer Complexes of Nickel(II) and Nickel(III)

2009· article· en· W1972763638 on OpenAlexaff
Denis M. Spasyuk, Davit Zargarian, Art van der Est

Bibliographic record

VenueOrganometallics · 2009
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsBrock UniversityUniversité de Montréal
Fundersnot available
KeywordsChemistryNickelProtonationPincer movementLigand (biochemistry)CrystallographyElectron paramagnetic resonanceBromideMetalationStereochemistryMedicinal chemistryPhotochemistryInorganic chemistryNuclear magnetic resonanceOrganic chemistry

Abstract

fetched live from OpenAlex

Unsymmetrical POC(H)N-type pincer ligands react with NiBr 2 (NCMe) x to give the complexes (POCN)Ni II Br (POCN= κ P,κ C,κ N -{2-( i -Pr 2 PO),6-(NR 2 CH 2 )-C 6 H 3 }; NR 2 = 3-morpholino ( 3a ), NMe 2 ( 3b ), and NEt 2 ( 3c )). The presence of an added base such as NEt 3 in these metalation reactions maximizes the yields of the target pincer complexes by suppressing the formation of side-products arising from protonation of the ligand by the in situ -generated HBr. The cyclic voltammograms of 3 exhibit a quasi-reversible, one-electron oxidation at ca. +1.0 V, in addition to an irreversible oxidation at higher potentials likely due to ligand oxidation. Reaction of the 16-electron, yellow complexes 3 with Br 2, N -bromosuccinimide, or CBr 4 gives black crystalline compounds identified as the 17-electron complexes (POCN)Ni III Br 2 ( 5 ). Complexes 3 and 5 adopt square-planar and distorted square-pyramidal geometries, respectively. The Ni−Br bond lengths in 5 are significantly longer for the Br atom occupying the axial position (2.43−2.46 vs 2.37 Å), consistent with the repulsive interactions expected between the bromide lone pair and the singly occupied d z 2 /d p z hybrid MO. In agreement with this picture, the g -values obtained from the EPR spectrum of 5a are g xx ≈ g yy ≈ 2.2, g zz ≈ 2.00, and strong Br hyperfine coupling is observed on the g zz component. Our preliminary studies indicate that the thermal stabilities of 5, both in the solid state (as probed by differential scanning calorimetry) and in solution (as probed by UV−vis spectroscopy), vary in the order 5a ≈ 5b > 5c; this order of stability is consistent with the relative steric demands of the N-moiety. Complexes 5a (or 3a ) and 5b (or 3b ) promote the Kharasch addition of CX 4 (X = Cl, Br) to styrene at 80 °C, giving PhC(X)CH 2 CX 3, the product of an anti-Markovnikov addition, in up to 50 catalytic turnovers.

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 score0.002
Threshold uncertainty score0.006

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 science0.0010.001
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0020.000

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 head0.015
GPT teacher head0.235
Teacher spread0.220 · 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

Citations108
Published2009
Admission routes1
Has abstractyes

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