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Record W2060779858 · doi:10.1021/om701236k

Different Modes of Reactivity of Cp*W(NO)(alkyl)(η<sup>3</sup>-allyl) Complexes with Cyclic Amines: The Influence of the Allyl Ligands

2008· article· en· W2060779858 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.

Bibliographic record

VenueOrganometallics · 2008
Typearticle
Languageen
FieldChemistry
TopicInorganic and Organometallic Chemistry
Canadian institutionsUniversity of British Columbia
Fundersnot available
KeywordsChemistryAlkylReactivity (psychology)Medicinal chemistryCyclic aminesAllyl chlorideStereochemistryOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

Metathesis reactions between Cp*W(NO)(CH 2 EMe 3 )Cl (E = C or Si) and a variety of bis(allyl)magnesium reagents lead to the formation of 18e Cp*W(NO)(alkyl)(η 3 -allyl) complexes. The compounds Cp*W(NO)(CH 2 CMe 3 )(η 3 -CH 2 CHCMe 2 ) ( 1 ), Cp*W(NO)(CH 2 CMe 3 )(η 3 -CH 2 CMeCH 2 ) ( 2 ), Cp*W(NO)(CH 2 CMe 3 )(η 3 -CH 2 CHCHMe) ( 3 ), Cp*W(NO)(CH 2 CMe 3 )(η 3 -CH 2 CHCHPh) ( 4 ), Cp*W(NO)(CH 2 SiMe 3 )(η 3 -CH 2 CHCHMe) ( 5 ), and Cp*W(NO)(CH 2 CMe 3 )(η 3 -CH 2 CHCH 2 ) ( 6 ) have thus been synthesized in moderate yields. The solid-state molecular structures of 3, 4, 5, and 6 feature σ−π distorted allyl ligands in the endo conformation. Complex 1 effects the concurrent N−H and α-C−H activations of pyrrolidine and piperidine under ambient conditions and forms the alkyl amido complexes Cp*W(NO)(CH 2 CMe 3 )(NC 4 H 7 -2-CMe 2 CH═CH 2 ) ( 7 ) and Cp*W(NO)(CH 2 CMe 3 )(NC 5 H 9 -2-CMe 2 CH═CH 2 ) ( 8 ), respectively. Complexes 2 − 5 react with pyrrolidine in a similar manner, but the reaction of 3 to produce Cp*W(NO)(CH 2 CMe 3 )(NC 4 H 7 -2-CH 2 CMe═CH 2 ) ( 10 ) is not as clean since 3 is thermally unstable at 20 °C. Unfortunately, the concurrent N−H and α-C−H activation transformation encompasses only a very limited range of substrates, namely cyclic amines. Complex 6, which contains an unsubstituted allyl ligand, exhibits a unique mode of reactivity with pyrrolidine and piperidine, incorporating 2 equiv of the amines and forming Cp*W(NO)(NC 4 H 8 )(CHMeCH 2 NC 4 H 8 ) ( 13 ) and Cp*W(NO)(NC 5 H 10 )(CHMeCH 2 NC 5 H 10 ) ( 14 ), respectively. Plausible mechanisms are suggested to account for the different modes of reactivity of the Cp*W(NO)(alkyl)(η 3 -allyl) compounds with the cyclic amines. All new complexes have been characterized by conventional spectroscopic methods, and representative compounds have also been subjected to single-crystal X-ray crystallographic analyses.

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.

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)
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 score0.003
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.000
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 head0.010
GPT teacher head0.192
Teacher spread0.182 · 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