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Record W2128863896 · doi:10.1139/v07-121

Molecular studies of the initiation and termination steps of the anionic polymerization of P=C bonds

2007· article· en· W2128863896 on OpenAlexvenueno aff
B.H. Gillon, Kevin J. T. Noonan, B. Feldscher, J.M. Wissenz, Zhi Ming Kam, Tom H. H. Hsieh, Justin J. Kingsley, Joshua I. Bates, Derek P. Gates

Bibliographic record

VenueCanadian Journal of Chemistry · 2007
Typearticle
Languageen
FieldChemistry
TopicSynthesis and characterization of novel inorganic/organometallic compounds
Canadian institutionsnot available
Fundersnot available
KeywordsChemistryCarbanionSteric effectsReactivity (psychology)PolymerizationStereochemistryMedicinal chemistrySolid-stateElectrophileCrystallographyCatalysisOrganic chemistryPolymer

Abstract

fetched live from OpenAlex

The initiation and termination steps of the anionic polymerization of P=C bonds have been modeled. The initiation step was investigated through the stoichiometric reaction of MesP=CPh2 (1) with RLi (R = Me or n-Bu). In each case, the addition was highly regioselective with the formal attack of R– at phosphorus to give the carbanion Li[Mes(R)P–CPh2] (3a, R = Me; 3b, R = n-Bu). To simulate the termination step in the anionic polymerization of 1, carbanions 3a and 3b were quenched in situ with various electrophiles. Through these reactions, several new tertiary phosphines have been prepared, namely, Mes(Me)P–CPh2H (4a), Mes(n-Bu)P–CPh2H (4b), Mes(Me)P–CPh2Me (6a), Mes(Me)P–CPh2–P(NEt2)2 (7a), Mes(Me)P–CPh2–SiMe2H (8a), and Mes(Me)P–CPh2–SiMe3 (9a). In addition, compounds 4a, 7a, 8a, and 9a were characterized by X-ray crystallography. Most of the metrical parameters are typical of tertiary phosphines; however, the P–CPh2H bonds were elongated in all cases reflecting the considerable steric bulk surrounding this bond. Unexpectedly, an unusually large 31P–31P coupling constant (2JPP > 200 Hz) was observed for 7a both in solution and the solid state. This observation may be rationalized by a through space P···P interaction. This rationale is further supported by the short P···P distance [P(1)—P(2) = 2.966(1) Å; cf. Σ rvdw = 3.7 Å] and a small P–C–P bond angle for 7a [P(1)–C(11)–P(1) = 99.17(9)°].Key words: phosphaalkenes, phosphorus polymers, phosphines, anionic polymerization.

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 score0.004

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 integrity0.0000.001
Insufficient payload (model declined to judge)0.0010.000

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 head0.013
GPT teacher head0.225
Teacher spread0.212 · 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

Citations21
Published2007
Admission routes1
Has abstractyes

Explore more

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