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Record W4402965358 · doi:10.1002/slct.202400625

Synthesis and Characterization of Air‐Stable Palladium(II) and Copper(I) Ph‐Garphos Complexes and their Applications to Asymmetric Catalysis

2024· article· en· W4402965358 on OpenAlexaff
Shannen C. Lorraine, Kerry‐Ann Green, Kamaluddin Abdur‐Rashid, Alan J. Lough, Paul T. Maragh

Bibliographic record

VenueChemistrySelect · 2024
Typearticle
Languageen
FieldChemistry
TopicAxial and Atropisomeric Chirality Synthesis
Canadian institutionsUniversity of TorontoApotex Pharmachem (Canada)
Fundersnot available
KeywordsPalladiumCopperCatalysisCharacterization (materials science)ChemistryPolymer chemistryInorganic chemistryMaterials scienceNanotechnologyOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract Air‐stable palladium(II) and copper(I) complexes containing the 4,4′,6,6′‐tetramethoxybiphenyl‐2,2′‐diyl)bis(diphenylphosphine) ligands, ( R )‐Ph‐Garphos (( R )‐ L1 ) and (( S )‐Ph‐Garphos (( S )‐ L1 ), were synthesized and characterized by 1 H‐, 13 C‐, and 31 P{ 1 H} NMR spectroscopy and elemental analyses. The PdCl 2 (( R )‐Ph‐Garphos) (( R )‐ 1 ) and PdCl 2 (( S )‐Ph‐Garphos) (( S )‐ 1 ) complexes were assessed for the Suzuki‐Miyaura cross‐coupling of aryl halides with phenylboronic acid under ambient conditions, or naphthyl substrates under reflux. X‐ray crystal structures of the copper complexes revealed that [Cu(( R )‐Ph‐Garphos)I] (( R )‐ 2 ) crystallized as a three‐coordinate monomer in the orthorhombic space group P 2 1 2 1 2 1 whereas [Cu(( S )‐Ph‐Garphos)I] (( S )‐ 2 ) crystallized as a tetrahedral (μ‐I) dimer in the same crystal system. The synthesis of the analogous [Cu(( R )‐Ph‐Garphos)OAc] (( R )‐ 3 ) is also described. Complexes ( R )‐ 2 and ( R )‐ 3 were evaluated for the asymmetric hydrosilylation of ketones wherein enantioselectivities of up to 83 % ee were achieved.

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 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 score0.037
Threshold uncertainty score0.825

Codex and Gemma teacher scores by category

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

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 head0.010
GPT teacher head0.219
Teacher spread0.209 · 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.

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

Citations0
Published2024
Admission routes1
Has abstractyes

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