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Record W2977138032 · doi:10.1021/acs.organomet.9b00444

Ferrocene-Containing Polycarbosilazanes via the Alkaline-Earth-Catalyzed Dehydrocoupling of Silanes and Amines

2019· article· en· W2977138032 on OpenAlexaff
Louis J. Morris, George R. Whittell, Jean‐Charles Eloi, Mary F. Mahon, Frank Marken, Ian Manners, Michael S. Hill

Bibliographic record

VenueOrganometallics · 2019
Typearticle
Languageen
FieldChemistry
TopicOrganoboron and organosilicon chemistry
Canadian institutionsUniversity of Victoria
FundersEngineering and Physical Sciences Research Council
KeywordsChemistryPhenylsilaneSilanesFerrocenePolymer chemistryCatalysisMonomerHydrodeoxygenationAlkaline earth metalPolymerMedicinal chemistryMetalOrganic chemistrySilanePhysical chemistrySelectivity

Abstract

fetched live from OpenAlex

We report the use of the alkaline-earth (Ae) metal-catalyzed dehydrocoupling of silanes and amines for the synthesis of ferrocene-containing polycarbosilazanes. The barium complex [Ba(N(SiMe <sub>3</sub>) <sub>2</sub>) <sub>2</sub>·(THF) <sub>2</sub>] catalyzed the dehydrocoupling of the hydrosilane FeCp(CpSiPhH <sub>2</sub>) (1) with 1,4-(H <sub>2</sub>NCH <sub>2</sub>) <sub>2</sub>C <sub>6</sub>H <sub>4</sub> under mild conditions to give a polycarbosilazane with pendant ferrocene groups. The polymer could be readily cross-linked by the addition of phenylsilane to the unquenched reaction mixture. Well-defined polycarbosilazanes with ferrocene in the main chain were also obtained from the dehydrocoupling of hydrosilanes Fe(Cp(SiPhH <sub>2</sub>)) <sub>2</sub> (3) and Fe(Cp(SiMe <sub>2</sub>H)) <sub>2</sub> (IX) with 1,4-(H(Me)NCH <sub>2</sub>) <sub>2</sub>C <sub>6</sub>H <sub>4</sub> and 1,4-(H <sub>2</sub>NCH <sub>2</sub>) <sub>2</sub>C <sub>6</sub>H <sub>4</sub>, respectively. Crystalline monomeric analogues, FeCp(Cp(SiPh(NHBn) <sub>2</sub>)) (2, Bn = CH <sub>2</sub>(C <sub>6</sub>H <sub>5</sub>)), and Fe(Cp(SiPh(NHBn) <sub>2</sub>)) <sub>2</sub> (4), were also obtained via the dehydrocoupling benzylamine with 1 and 3, respectively. The barium-catalyzed dehydrocoupling of diaminoferrocene with Ph <sub>2</sub>SiH <sub>2</sub> or Ph(Rc)SiH <sub>2</sub> (6, Rc = (C <sub>5</sub>H <sub>4</sub>)Ru(C <sub>5</sub>H <sub>5</sub>)) did not result in polymer, but instead in the formation of the silazane-bridged ansa-[3]ferrocenophanes (Fe(ν-C <sub>5</sub>H <sub>4</sub>NH) <sub>2</sub>SiPh <sub>2</sub>) (5) and (Fe(ν-C <sub>5</sub>H <sub>4</sub>NH) <sub>2</sub>SiPh(Rc)) (7), respectively. Both polymeric and molecular products were electrochemically investigated, and the polymers proved to be promising precursors to magnetic iron-containing ceramics in yields of up to 64%.

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 score0.026
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
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)0.0030.000

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 head0.009
GPT teacher head0.214
Teacher spread0.205 · 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

Citations34
Published2019
Admission routes1
Has abstractyes

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