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Record W2040089285 · doi:10.1021/om800672c

Use of Olefin Metathesis to Link Phosphinimide−Cyclopentadienyl Ligand Complexes: Synthesis, Structure, and Ethylene Polymerization Activity

2008· article· en· W2040089285 on OpenAlexaff
O. Alhomaidan, Guangcai Bai, Douglas W. Stephan

Bibliographic record

VenueOrganometallics · 2008
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversity of Windsor
Fundersnot available
KeywordsMetathesisChemistryLigand (biochemistry)Medicinal chemistryAllylic rearrangementOlefin metathesisOlefin fiberIsomerizationStereochemistryPolymerizationCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

Efforts to link phosphinimide and cyclopentadienyl ligands via metathesis were undertaken. To this end, the allylic phosphinimine t- Bu 2 (CH 2 ═CHCH 2 C(Me 2 )PNSiMe 3 ( 1 ) and the Ti complexes t- Bu 2 (CH 2 ═CHCH 2 C(Me 2 )PNTi(Cp)Cl 2 ( 2 ), t- Bu 2 (CH 2 ═CHCH 2 C(Me 2 )PNTi(C 5 Me 5 )Cl 2 ( 3 ), and t- Bu 2 (CH 2 ═CHCH 2 C(Me 2 )PNTi(C 5 H 4 CH 2 CH═CH 2 )Cl 2 ( 4 ) were prepared. Attempts to effect olefin metathesis on 4 using either [Cl 2 (PCy 3 ) 2 Ru═CHPh] or [Cl 2 (PCy 3 )(H 2 IMes)Ru═CHPh] as the catalyst were unsuccessful. Alternatively, the phosphinimine t- Bu 2 (CH 2 ═CHCH 2 )PNSiMe 3 ( 5 ) was found to undergo olefin isomerization upon conversion to the phosphinimines t- Bu 2 (MeCH═CH)PNH ( 6 ) and t- Bu 2 (MeCH═CH)PNTi(NMe 2 ) 3 ( 7 ), t- Bu 2 (MeCH═CH)PNTiCl 3 ( 8 ), and t- Bu 2 (MeCH═CH)PNTiCl 3 (THF) ( 8 ·THF). Direct reaction of 5 with TiCl 4 gave t- Bu 2 (CH 2 ═CHCH 2 )PNTiCl 3 ( 9 ), which was readily converted to t- Bu 2 (CH 2 ═CHCH 2 )PNTi(C 5 H 4 C(Me)═CH 2 )Cl 2 ( 10 ). Repeated attempts to effect a ring closure by olefin metathesis resulted in no reaction. However, the species t- Bu 2 (CH 2 ═CHCH 2 )PNTi(CpCH 2 CH═CH 2 )Cl 2 ( 11 ) was readily methylated to give t- Bu 2 (CH 2 ═CHCH 2 )PNTi(CpCH 2 CH═CH 2 )Me 2 ( 12 ), and 11 in the presence of [Cl 2 (PCy 3 ) 2 Ru═CHPh] underwent olefin metathesis to give t- Bu 2 (CpCH 2 CH═CHCH 2 )PNTiCl 2 ( 13 ). Subsequent reaction with 9-BBN gave t- Bu 2 (CpCH 2 CH 2 CH(B(C 8 H 14 )CH 2 )PNTiCl 2 ( 14 ), while alkylation gave t- Bu 2 (CpCH 2 CH═CHCH 2 )PNTiMe 2 ( 15 ). In a similar fashion, the species t- Bu 2 (C 5 Me 4 CH 2 CH═CHCH 2 )PNTiCl 2 ( 20 ), t- Bu 2 (C 5 Me 4 CH 2 CH═CHCH 2 )PNTiMe 2 ( 21 ), t- Bu 2 (C 9 H 6 CH 2 CH═CHCH 2 )PNTiCl 2 ( 24 ), and t- Bu 2 (C 9 H 6 CH 2 CH═CHCH 2 )PNTiMe 2 ( 25 ) were prepared. A number of these compounds were screened for their ability to effect olefin polymerization using MAO, B(C 6 F 5 ) 3, or [Ph 3 C][B(C 6 F 5 ) 4 ] as the activator. In general, active single-site catalysts were obtained, yielding high molecular weight polyethylene, although the activities were lower with MAO than with boron-based activators. Crystal structures of 3, 8 ·THF, 13, 15, and 20 are reported.

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), 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 score0.058
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0010.000
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)0.0070.000

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 head0.036
GPT teacher head0.228
Teacher spread0.193 · 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

Citations22
Published2008
Admission routes1
Has abstractyes

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