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Record W2313206307 · doi:10.1021/om300757u

Aluminum Methyl and Chloro Complexes Bearing Monoanionic Aminephenolate Ligands: Synthesis, Characterization, and Use in Polymerizations

2012· article· en· W2313206307 on OpenAlexaff
Nduka Ikpo, Stephanie M. Barbon, Marcus W. Drover, Louise N. Dawe, Francesca M. Kerton

Bibliographic record

VenueOrganometallics · 2012
Typearticle
Languageen
FieldMaterials Science
Topicbiodegradable polymer synthesis and properties
Canadian institutionsMemorial University of Newfoundland
Fundersnot available
KeywordsChemistryMethyleneMonomerPolymerizationCatalysisMedicinal chemistryMethylamineEtherPolymer chemistryNuclear magnetic resonance spectroscopyStereochemistryPolymerOrganic chemistry

Abstract

fetched live from OpenAlex

A series of aluminum methyl and chloride complexes bearing 2( N -piperazinyl- N ′-methyl)-2-methylene-4-R′-6-R-phenolate or 2( N -morpholinyl)-2-methylene-4-R′-6-R-phenolate ([ONE R1,R2 ]-) {[R 1 = t Bu, R 2 = Me, E = NMe ( L1 ); R 1 = R 2 = t Bu, E = NMe ( L2 ); R 1 = R 2 = t Bu, E = O ( L3 )} ligands were synthesized and characterized through elemental analysis, 1 H, 13 C{ 1 H}, and 27 Al NMR spectroscopy, and X-ray crystallography. Reactions of AlMe 3 with two equivalents of L1 H- L3 H gave {[ONE R1,R2 ] 2 AlMe} ( 1 – 3 ), while reaction of Et 2 AlCl with two equivalents of L1 H and L3 H afforded {[ONE R1,R2 ] 2 AlCl} ( 4 and 5 ) as monometallic complexes. The catalytic activity of complexes 1 – 3 toward ring-opening polymerization (ROP) of ε-caprolactone was assessed. These complexes are more active than analogous Zn complexes for this reaction but less active than the Zn analogues for ROP of rac -lactide. Characteristics of the polymer as well as polymerization kinetics and mechanism were studied. Polymer end-group analyses were achieved using 1 H NMR spectroscopy and MALDI-TOF MS. Eyring analyses were performed, and the activation energies for the reactions were determined, which were significantly lower for 1 and 2 compared with 3 . This could be for several reasons: (1) the methylamine (NMe) group of 1 and 2, which is a stronger base than the ether (O) group of 3, might activate the incoming monomer via noncovalent interactions, and/or (2) the ether group is able to temporarily coordinate to the metal center and blocks the vacant coordination site toward incoming monomer, while the amine cannot do this. Preliminary studies using 4 and 5 toward copolymerization of cyclohexene oxide with carbon dioxide have been performed. 4 was inactive and 5 afforded polyether carbonate (66.7% epoxide conversion, polymer contains 54.0% carbonate linkages).

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 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 score0.102
Threshold uncertainty score0.711

Codex and Gemma teacher scores by category

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 communication0.0000.001
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 head0.028
GPT teacher head0.220
Teacher spread0.192 · 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.

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

Citations63
Published2012
Admission routes1
Has abstractyes

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