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Record W4310792713 · doi:10.1002/ejic.202200731

Iridium Diphosphine Complexes Featuring Pendant Lewis Acids: Efforts toward Selective Heteroarene Borylation

2022· article· en· W4310792713 on OpenAlexafffund
Mitchell J. Demchuk, Joseph A. Zurakowski, Marcus W. Drover

Bibliographic record

VenueEuropean Journal of Inorganic Chemistry · 2022
Typearticle
Languageen
FieldChemistry
TopicOrganoboron and organosilicon chemistry
Canadian institutionsUniversity of Windsor
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsBorylationChemistryIridiumLewis acids and basesLigand (biochemistry)BoronPinacolCatalysisMedicinal chemistryCovalent bondOrganometallic chemistrySelectivityStereochemistryCombinatorial chemistryPolymer chemistryOrganic chemistryArylAlkyl

Abstract

fetched live from OpenAlex

Abstract The selective forging of carbon‐boron bonds via C−H borylation stands as a central means to access fine chemical precursors. Notwithstanding, achieving selectivity in this reaction is difficult, calling for the design of molecular catalysts that offer a vector for mechanistic control. This report aims to achieve such through the strategic placement of Lewis acids in the ligand periphery, permitting engagement with a substrate through non‐covalent Lewis acid/base interactions. Various diphosphine iridium(I/III) complexes having 1,2‐ bis ( di ‐ n ‐propylphosphino)ethane) (d n ppe), tetrakisallylphosphinoethane (tape) and 1,2‐ bis (di(3‐dicyclohexylboranyl)propylphosphino)ethane (P 2 B Cy 4 ) ligands were prepared. The P 2 B Cy 4 ligand scaffold boasts four Lewis acidic boron groups in its secondary coordination sphere, which are shown to engage with N‐heterocycles, tape is the precursor to P 2 B Cy 4 , and d n ppe is a saturated n ‐propyl analogue devoid of boron functionality. Select combinations of such iridium salts/diphosphine ligands were assayed in the catalytic borylation of 2‐methylpyridine using B 2 Pin 2 (Pin=pinacol).

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)0.001
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 score0.011
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.000
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 science0.0010.001
Research integrity0.0000.002
Insufficient payload (model declined to judge)0.0110.000

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 head0.011
GPT teacher head0.212
Teacher spread0.201 · 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

Citations5
Published2022
Admission routes2
Has abstractyes

Explore more

Same venueEuropean Journal of Inorganic ChemistrySame topicOrganoboron and organosilicon chemistryFrench-language works237,207