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Record W2942697174 · doi:10.1002/anie.201903638

Impact of Oxidation State on Reactivity and Selectivity Differences between Nickel(III) and Nickel(IV) Alkyl Complexes

2019· article· en· W2942697174 on OpenAlexafffund
Courtney C. Roberts, Nicole M. Camasso, Eric G. Bowes, Melanie S. Sanford

Bibliographic record

VenueAngewandte Chemie International Edition · 2019
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversity of British Columbia
FundersNatural Sciences and Engineering Research Council of CanadaDirectorate for Mathematical and Physical Sciences
KeywordsChemistryReactivity (psychology)NickelCationic polymerizationSelectivityElectrophileAlkylMedicinal chemistryDissociation (chemistry)OctahedronLigand (biochemistry)Oxidation stateOuter sphere electron transferReductive eliminationMetalStereochemistryCrystallographyCatalysisIonPolymer chemistryOrganic chemistryCrystal structure

Abstract

fetched live from OpenAlex

Abstract Described is a systematic comparison of factors impacting the relative rates and selectivities of C(sp 3 )−C and C(sp 3 )−O bond‐forming reactions at high‐valent Ni as a function of oxidation state. Two Ni complexes are compared: a cationic octahedral Ni IV complex ligated by tris(pyrazolyl)borate and a cationic octahedral Ni III complex ligated by tris(pyrazolyl)methane. Key features of reactivity/selectivity are revealed: 1) C(sp 3 )−C(sp 2 ) bond‐forming reductive elimination occurs from both centers, but the Ni III complex reacts up to 300‐fold faster than the Ni IV , depending on the reaction conditions. The relative reactivity is proposed to derive from ligand dissociation kinetics, which vary as a function of oxidation state and the presence/absence of visible light. 2) Upon the addition of acetate (AcO − ), the Ni IV complex exclusively undergoes C(sp 3 )−OAc bond formation, while the Ni III analogue forms the C(sp 3 )−C(sp 2 ) coupled product selectively. This difference is rationalized based on the electrophilicity of the respective M−C(sp 3 ) bonds, and thus their relative reactivity towards outer‐sphere S N 2‐type bond‐forming reactions.

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 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 score0.201
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
Bibliometrics0.0000.000
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 head0.018
GPT teacher head0.264
Teacher spread0.246 · 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

Citations32
Published2019
Admission routes2
Has abstractyes

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