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Record W3037265486 · doi:10.1139/cjc-2020-0058

Reactions of a pincer proligand with copper iodide: bridging instead of C–H metalation

2020· article· en· W3037265486 on OpenAlexaffvenue
Taghrid Chahrour, Annie Castonguay, P.O. Oguadinma, Frank Schaper, Davit Zargarian

Bibliographic record

VenueCanadian Journal of Chemistry · 2020
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsChemistryMetalationAdductAgostic interactionIodideMedicinal chemistryMoietyCopperStereochemistryPhosphiniteLigand (biochemistry)CrystallographyPolymer chemistryOrganic chemistryCatalysisMetal

Abstract

fetched live from OpenAlex

Various precursors of divalent copper have been treated with the meta-disubstituted phenylene-based proligand POC(H)OP (1,3-(i-Pr2PO)2C6H4) with the objective of preparing classical pincer complexes (POCOP)CuX. However, in no case was such species obtained, presumably owing to the difficult C–H metallation step. Analogous reactions of monovalent precursors were also unsuccessful, whereas reaction of POC(H)OP with CuI under different conditions gave the non-metallated adducts {(μ, κP, [Formula: see text]-POC(H)OP)Cu(μ-Ι)}2, 1, {(μ, κP, [Formula: see text]-POC(H)OP)Cu2(μ-Ι)2(DMAP)2}, 2 (DMAP = 4-dimethylaminopyridine), and {(μ, κP, [Formula: see text]-POC(H)OP)Cu2(μ3-Ι)2}2, 3. Treating 1 with DMAP gave the adduct 2, whereas 3 could be obtained by treating 1 with BuLi or by sublimation of 1. The solid state structures of these complexes revealed the tetrahedral geometry that might be anticipated for the d10 Cu(I) centers, in addition to fairly close I–H distances; on the other hand, no C–H interaction (agostic or otherwise) was observed with the Cu centers in any of these structures. The unsuccessful metallation of the C(2)–H moiety is thought to be a result of the strong preference of monovalent copper center to form bridging interactions with iodide and the POC(H)OP ligand; this appears to prevent the approach of the central carbon of the ligand to the Cu centers.

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 machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation 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 score0.002
Threshold uncertainty score0.007

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.001
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0020.001

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 head0.017
GPT teacher head0.198
Teacher spread0.181 · 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 source (direct Gemma or distilled Codex), 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

Citations2
Published2020
Admission routes2
Has abstractyes

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