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Record W3201267602 · doi:10.33774/chemrxiv-2021-t8p0f

Lewis Acid-Promoted Oxidative Addition at a [Ni0(diphosphine)2] Complex: The Critical Role of a Secondary Coordination Sphere

2021· preprint· en· W3201267602 on OpenAlexafffund
Joseph A. Zurakowski, Brady J. H. Austen, Maeve C. Dufour, David J. Nelson, Marcus W. Drover

Bibliographic record

Venuenot available
Typepreprint
Languageen
FieldChemistry
TopicCatalytic C–H Functionalization Methods
Canadian institutionsUniversity of Windsor
FundersNatural Sciences and Engineering Research Council of CanadaCarnegie Trust for the Universities of ScotlandCouncil of Ontario UniversitiesCompute CanadaUniversity of WindsorUniversity of Strathclyde
KeywordsChemistryCoordination sphereReactivity (psychology)Oxidative additionLewis acids and basesBoraneFrustrated Lewis pairMedicinal chemistryIodobenzeneAdductLigand (biochemistry)CatalysisHydrideContext (archaeology)Coordination complexStereochemistryCrystallographyOrganic chemistryCrystal structureMetal

Abstract

fetched live from OpenAlex

Oxidative addition represents a critical elementary step in myriad catalytic transformations. Here, the importance of thoughtful ligand design cannot be overstated. In this work, we report the intermolecular activation of iodobenzene (PhI) at a coordinatively saturated 18-electron [Ni0(diphosphine)2] complex bearing a Lewis acidic secondary coordination sphere. Whereas alkyl-substituted diphosphine complexes of Group 10 are known to be unreactive in such reactions, we show that [Ni0(P2BCy4)2] (P2BCy4 = 1,2-bis(di(3-dicyclohexylboraneyl)-propylphosphino)ethane) is competent for room-temperature PhI cleavage to give [NiII(P2BCy4)(Ph)(I)]. This difference in oxidative addition reactivity has been scruti-nized computationally – an outcome that is borne out in ring-opening to provide the reactive precursor – for [Ni0(P2BCy4)2], a “boron-trapped” 16-electron κ1-diphosphine Ni(0) complex. Moreover, formation of [NiII(P2BCy4)(Ph)(I)] is inherent to the P2BCy4 secondary co-ordination sphere: treatment of the Lewis adduct, [Ni0(P2BCy4)2(DMAP)8] with PhI provides [NiII(P2BCy4)2(DMAP)8(I)]I via iodine-atom abstraction and not a [NiII(Ph)(I)(diphosphine)] compound – an interesting secondary sphere effect. Last, the reactivity of [Ni0(P2BCy4)2] with 4-iodopyridine was surveyed, which resulted in a pyridyl-borane linked oligomer. The implica-tions of these outcomes are discussed in the context of designing strongly donating, and yet labile diphosphine ligands for use in a critical bond activation step relevant to catalysis.

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)0.002
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: none
Teacher disagreement score0.575
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.002
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.1950.000

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 head0.029
GPT teacher head0.305
Teacher spread0.276 · 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

Citations0
Published2021
Admission routes2
Has abstractyes

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