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Record W1985467098 · doi:10.1021/om100465d

Structure and Reactivity of Neutral and Cationic <i>trans</i>-<i>N</i>,<i>N</i><b>′</b>-Dibenzylcyclam Zirconium Alkyl Complexes

2010· article· en· W1985467098 on OpenAlexaff
Rui F. Munhá, M.A. Antunes, Luís G. Alves, Luı́s F. Veiros, Michael D. Fryzuk, Ana M. Martins

Bibliographic record

VenueOrganometallics · 2010
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversity of British Columbia
Fundersnot available
KeywordsChemistryCationic polymerizationReactivity (psychology)ProtonationTolueneMedicinal chemistryZirconiumElectrophileLigand (biochemistry)AlkylReagentSolventStereochemistryPolymer chemistryInorganic chemistryCatalysisOrganic chemistryIon

Abstract

fetched live from OpenAlex

Reactions of (Bn 2 Cyclam)ZrCl 2 ( 1 ) (where Bn 2 Cyclam = trans -N,N′(PhCH 2 ) 2 Cyclam) with appropriate alkylating reagents produced (Bn 2 Cyclam)ZrR 2 (R = Me ( 2 ), CH 2 Ph ( 3 ), n Bu ( 4 ), CCPh ( 5 )). Activation of the ortho C−H bond of the two macrocycle benzyl substituents in complexes 2, 3, and 4 was thermally induced, leading to the formation of a bis( ortho -metalated) complex, ((C 6 H 4 CH 2 ) 2 Cyclam)Zr ( 6 ). This reaction proceeds along with RH elimination and converts the original dianionic tetracoordinated cyclam in a tetraanionic hexacoordinated ligand where two new Zr−C Ph bonds complete the metal sphere. Treatment of 6 with one equivalent of HC≡CPh led to ((C 6 H 4 CH 2 )BnCyclam)Zr(CCPh) ( 7 ) via protonation of one Zr−C Ph bond by phenylacethylene. Further reaction of 7 with an excess of HC≡CPh led to 5 . The reactions of 2 and 3 with B(C 6 F 5 ) 3 are strongly solvent dependent. Solvent-stabilized cationic species of formula [(Bn 2 Cyclam)ZrR(Solv)][RB(C 6 F 5 ) 3 ] were obtained from reactions of 2 in CD 2 Cl 2 ( 10 ) or d 8 -THF ( 12 ) and from 3 in d 8 -THF ( 9 ). The reactions of 3 in CD 2 Cl 2 or d 8 -toluene gave [(Bn 2 Cyclam)Zr(η 2 -CH 2 Ph)][ PhCH 2 B(C 6 F 5 ) 3 ] ( 8 ). Finally, the reaction of 2 in d 8 -toluene led to [(Bn 2 Cyclam)Zr(C 6 F 5 ){CH 2 B(C 6 F 5 ) 2 }] ( 14 ); the precursor of the latter is the zwitterionic [(Bn 2 Cyclam)Zr(CH 3 ){CH 3 B(C 6 F 5 ) 3 }] ( 11 ), which then undergoes methane elimination and C 6 F 5 migration from boron to zirconium. The mechanism of this reaction was studied by DFT and revealed that (i) methane elimination is assisted by one alpha-agostic C−H bond and (ii) migration of the C 6 F 5 ring is supported by one bridging fluorine bond between the zirconium and one of the C 6 F 5 rings that remains bonded to boron.

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 score0.038
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
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 science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0070.000

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 head0.006
GPT teacher head0.204
Teacher spread0.198 · 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

Citations31
Published2010
Admission routes1
Has abstractyes

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