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Record W1999333570 · doi:10.1021/om0204585

Vanadium-Promoted Aldol Condensation and Pinacolic Coupling of Acetylpyrrole:  Formation of Two New Potent Dinuclear Catalysts for Olefin Copolymerization

2002· article· en· W1999333570 on OpenAlexaff
Damien Reardon, Jingwen Guan, Sandro Gambarotta, Glenn P. A. Yap, David R. Wilson

Bibliographic record

VenueOrganometallics · 2002
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversity of Ottawa
Fundersnot available
KeywordsChemistryMedicinal chemistryCatalysisVanadiumSalt (chemistry)Olefin fiberPolymer chemistryLigand (biochemistry)TetramethylethylenediamineDerivative (finance)Aldol condensationDisproportionationInorganic chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Reaction of VCl 3 (THF) 3 with 3 equiv of the potassium salt of acetylpyrrole, K[α-(CH 3 CO)C 4 H 3 N], afforded the dinuclear {V 2 [K(THF)] 2 [CH 3 CO(C 4 H 3 N)] 2 }[(C 4 H 3 N)C(O)CH 2 C(C 4 H 3 N)(CH 3 )O] 2 ( 1 ), where four acetylpyrrolide anions from two vanadium moieties have undergone an aldol condensation. The two pyrrolyl−acetylacetonate units so generated work as tetradentate binucleating ligands holding together the dinuclear structure. A similar reaction carried out on the divalent [V 2 Cl 3 (THF) 6 ] 2 [Zn 2 Cl 6 ] salt afforded the dinuclear and trivalent {VK(THF)[(C 4 H 3 N)C(O)CH 3 ]} 2 [(C 4 H 3 N)(CH 3 )(O)CC(O)(CH 3 )(C 4 H 3 N)]·0.5(toluene) ( 2 ), where two acetylpyrrolide ligands, one per vanadium atom, have undergone a reductive coupling to form a pinacol. Even in this case the dipyrrolylpinacol works as a tetradentate binucleating ligand holding together the dinuclear frame. Attempts to perform the same reaction on another V(II) salt such as VCl 2 (TMEDA) 2 (TMEDA = N, N, N ‘, N ‘-tetramethylethylenediamine) afforded instead the corresponding divalent derivative V(TMEDA)[(C 4 H 3 N)C(O)CH 3 ] 2 ( 3 ), where the acetylpyrrolide anions remained intact. Both 1 and 2 are potent olefin copolymerization catalysts upon activation with diethyl aluminum chloride, while 3 displays low but not negligible activity.

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 score0.001
Threshold uncertainty score0.005

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.001

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 head0.027
GPT teacher head0.229
Teacher spread0.202 · 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

Citations37
Published2002
Admission routes1
Has abstractyes

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