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Record W2329914101 · doi:10.1021/om400847b

<i>N</i>-Arylcyano-β-diketiminate Methallyl Nickel Complexes: Synthesis, Adduct Formation, and Reactivity toward Ethylene

2013· article· en· W2329914101 on OpenAlexaff
Oleksandra S. Trofymchuk, Dmitry V. Gutsulyak, Celso Quintero, Masood Parvez, Constantin G. Daniliuc, Warren E. Piers, René S. Rojas

Bibliographic record

VenueOrganometallics · 2013
Typearticle
Languageen
FieldChemistry
TopicOrganoboron and organosilicon chemistry
Canadian institutionsUniversity of Calgary
Fundersnot available
KeywordsChemistryAdductReactivity (psychology)DeprotonationEthyleneMedicinal chemistryStereochemistryOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

The syntheses and structures of new bis -N -phenyl-4-cyano-β-diketiminate ( 1 ), bis -N -phenyl-2-cyano-β-diketiminate ( 2 ), N -phenyl-4-cyano- N -phenyl-2-cyano - β-diketiminate ( 3 ), N -phenyl-4-cyano- N -2,6-diisopropylphenyl-β-diketiminate ( 4 ), N -phenyl-2-cyano- N -2,6-diisopropylphenyl-β-diketiminate ( 5 ), and methallyl nickel complexes [L 1 Ni(η 3 -methallyl)] ( 6 ), [L 2 Ni(η 3 -methallyl)] ( 7 ), [L 4 Ni(η 3 -methallyl)] ( 8 ), and [L 5 Ni(η 3 -methallyl)] ( 9 ) from the reaction of deprotonated ligands 1 / 2, 4 / 5, and methallylnickel chloride dimer are reported. Subsequent reactions of complexes 6 – 9 with tris(pentafluorophenyl)boron give rise to new adducts [L 1 Ni(η 3 -methallyl)]·2B(C 6 F 5 ) 3 ( 10 ), [L 2 Ni(η 3 -methallyl)]·2B(C 6 F 5 ) 3 ( 11 ), [L 4 Ni(η 3 -methallyl)]·B(C 6 F 5 ) 3 ( 12 ), and [L 5 Ni(η 3 -methallyl)]·B(C 6 F 5 ) 3 ( 13 ), where B(C 6 F 5 ) 3 is coordinated to the cyano group. New compounds are characterized by NMR, IR, and mass spectrometry techniques, and crystal structures of most compounds are obtained and described. Complexes 6 – 9, adducts 10 – 13, and adducts 10 – 13 with 5 equiv of B(C 6 F 5 ) 3 have been investigated toward ethylene activation. Complexes 6 – 9 were inactive toward ethylene even at 60 °C, while adducts 10 – 13 showed reactivity toward ethylene; adding 5 equiv of B(C 6 F 5 ) 3 to adducts 10 – 13 leads to an increase in reactivity toward ethylene. Adducts 10 and 11 alone and with 5 equiv of B(C 6 F 5 ) 3 catalyze the oligomer formation, while adducts 12 and 13 by the same conditions catalyze the polyethylene formation. Adduct 13 activity is five times higher with respect to 12 at 50 °C and two times higher at 70 °C. The formation of branched moderate molecular weight PE by 12 /B(C 6 F 5 ) 3 and 13 /B(C 6 F 5 ) 3 is observed.

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 score0.018
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.001
Open science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0150.001

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 head0.019
GPT teacher head0.230
Teacher spread0.211 · 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

Citations35
Published2013
Admission routes1
Has abstractyes

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