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Record W2883461443 · doi:10.1021/acs.organomet.8b00298

Effect of Azide and Chloride Binding to Diamino-bis(phenolate) Chromium Complexes on CO<sub>2</sub>/Cyclohexene Oxide Copolymerization

2018· article· en· W2883461443 on OpenAlexafffund
Kaijie Ni, Valentine Paniez-Grave, Christopher M. Kozak

Bibliographic record

VenueOrganometallics · 2018
Typearticle
Languageen
FieldChemical Engineering
TopicCarbon dioxide utilization in catalysis
Canadian institutionsMemorial University of Newfoundland
FundersNatural Sciences and Engineering Research Council of CanadaMemorial University of NewfoundlandResearch and Development Corporation of Newfoundland and LabradorCanada Foundation for Innovation
KeywordsChemistryAzideMedicinal chemistryNucleophileCyclohexene oxideMethyleneChlorideTriphenylphosphineTriethyl orthoformateInduction periodCyclohexenePolymer chemistryCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

The affinity for nucleophile (azide, N3–, and chloride, Cl–) binding significantly influences the catalytic activity of chromium complexes for the copolymerization of cyclohexene oxide (CHO) and CO2. The binding of N3– and Cl– to two amino-bis(phenolate) Cr(III) chloride complexes [L1Cr(μ-Cl)]2 (1) and [L2CrCl(THF)] (2·THF), where L1 = methoxyethylamino-N,N-bis(2-methylene-4,6-di-tert-butylphenolate) and L2 = dimethylaminoethylamino-N,N-bis(2-methylene-4,6-di-tert-butylphenolate), were studied by both matrix assisted laser desorption/ionization time-of-flight and electrospray ionization mass spectrometry (MALDI-TOF-MS and ESI-MS, respectively). Upon reaction with [PPN][N3] ([PPN] = bis(triphenylphosphine)iminium), 1 exhibited greater ability to form six-coordinate bis-azide ions [L1Cr(N3)2]− and produced fewer five-coordinate species detected by MS than 2·THF. This corresponded to 2·THF having a significantly faster rate of polymerization with anionic nucleophile cocatalysts than 1. In the presence of 1 equiv of [PPN][N3], 1 showed a slow reaction rate with an induction period of 20 min, whereas 2·THF showed a much faster reaction rate with no induction period. Also, 1 in the presence of 1 equiv of [PPN][Cl] showed faster copolymerization than in the presence of 2 equiv of [PPN][Cl]. The binding of chloride to 1 from addition of [PPN][Cl] was studied by UV–vis spectroscopy, which showed an equilibrium constant of 1.6 × 103 M–1 favoring the formation of [L1Cr(Cl)2]−. The ring-opening process of CHO was observed in the mixture of 2·THF/CHO/[PPN][N3] via ESI-MS. Combined with MALDI-TOF-MS of the polymer product obtained within the first 60 min, it was shown that N3– preferentially initiates ring-opening of the epoxide in CHO. Upon consumption of N3– through generation of active polymer chains, the chloride originating from the metal complex can serve as initiator of epoxide ring-opening. This was confirmed by the occurrence of chloride-containing polymers later in the reaction. Taken together, these studies provide mechanistic insight into the copolymerization of CO2 and epoxide by diamino-bis(phenolate) Cr(III) chloride complexes.

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)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
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 score0.006
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

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

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 head0.007
GPT teacher head0.241
Teacher spread0.234 · 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

Citations25
Published2018
Admission routes2
Has abstractyes

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