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Record W4221104538 · doi:10.1021/acs.organomet.1c00585

Carbene Character in a Series of Neutral PC <sub>carbene</sub> P Cobalt(I) Complexes: Radical Carbenes versus Nucleophilic Carbenes

2022· article· en· W4221104538 on OpenAlexafffund
Marissa L. Clapson, Justin K. Kirkland, Warren E. Piers, Daniel H. Ess, Benjamin S. Gelfand, Jian‐Bin Lin

Bibliographic record

VenueOrganometallics · 2022
Typearticle
Languageen
FieldChemistry
TopicCatalytic Cross-Coupling Reactions
Canadian institutionsUniversity of Calgary
FundersDivision of ChemistryNatural Sciences and Engineering Research Council of CanadaCanada Research Chairs
KeywordsChemistryCarbeneLigand (biochemistry)PhosphineNucleophileSinglet stateCobaltMedicinal chemistryAlkylPhotochemistryStereochemistryOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

Cobalt(I) complexes supported by a series of PCcarbeneP pincer ligands of varying donicity, differing in the aryl group linking the phosphine arms with the anchoring carbon donor, are described. Addition of the proligands to cobalt bromide results in the formation of a series of cobalt(II) tetrahedral complexes, Ln-1, which serve as excellent precursors to the corresponding PCalkylP and PCcarbeneP complexes. The square-planar cobalt PCcarbeneP complexes L2R-3-X (X = Cl, Br) are readily synthesized by addition of a bulky aryloxide radical to the corresponding PCalkylP complex L1-2-Br, via addition of L2R to ClCo(PPh3)3 in the presence of trityl radical, or by addition of NaHBEt3 and trityl radical to isolated L2R-1. For the L2NMe2 PCcarbeneP complexes, salt metathesis reactions with CsOH·H2O, LiCH2TMS, or LiNH2 result in the corresponding hydroxo, alkyl, and amine complexes L2NMe2-3-R (R = OH, CH2TMS, NH2). Reaction of L2NMe2-3-OH with benzoic acid affords the κ2-O2CPh derivative The nature of the carbene bond in either ligand platform and the effects of the X-type capping ligand on the Co═C bond are explored using CASSCF and CASPT2 calculations and show that triplet structures are relatively more stable for the less electron donating ligand L1 while singlet Co(I) carbenes dominate for the more electron rich L2 derivatives. For L2NMe2 complexes, the effect of the trans ligand X was also probed. π donors imbue the carbene with singlet character, while the strongly σ donating alkyl derivative exhibits significant triplet character.

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 score0.013
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0010.001
Research integrity0.0000.001
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 head0.241
Teacher spread0.221 · 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

Citations6
Published2022
Admission routes2
Has abstractyes

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