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Record W2333581853 · doi:10.1021/om400861d

Unusual Redox Chemistry of Ytterbium Carbazole–Bis(oxazoline) Compounds: Oxidative Coupling of Primary Phosphines by an Ytterbium Carbazole–Bis(oxazoline) Dialkyl

2013· article· en· W2333581853 on OpenAlexaff
Jin Zou, David J. Berg, Allen G. Oliver, Brendan Twamley

Bibliographic record

VenueOrganometallics · 2013
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Complex Synthesis and Catalysis
Canadian institutionsUniversity of Victoria
Fundersnot available
KeywordsChemistryMetathesisOxazolineLigand (biochemistry)PhosphineOxidative additionMedicinal chemistryAlkylTrigonal bipyramidal molecular geometryStereochemistrySalt metathesis reactionCrystallographyAlkylationCrystal structureCatalysisPolymerizationOrganic chemistry

Abstract

fetched live from OpenAlex

The 1,8-bis(4′,4′-dimethyloxazolin-2′-yl)-3,6-di- tert -butylcarbazole anion (Czx) forms monomeric, six-coordinate halide complexes of Yb(II), (Czx)Yb(X)(THF) 2 (X = I ( 2 ), Cl ( 3 )), by metathesis of YbX 2 with NaCzx ( 1 ) or Na/Hg reduction of (Czx)Yb(Cl) 2 (THF). The crystal structure of 1 reveals a polymeric chain structure in which the oxazoline ring bridges to the Na + of an adjacent unit. The iodo complex 2 serves as a precursor to divalent silylamide, alkyl, and phosphide complexes, (Czx)Yb(X)(THF) n ( 4, X = N(SiMe 3 ) 2, n = 1; 5, X = CH(SiMe 3 ) 2, n = 1; 7a, X = 2,4,6-Me 3 C 6 H 2 PH, n = 2; 7b, X = 2,4,6-Pr i 3 C 6 H 2 PH, n = 2). The X-ray structure of 4 reveals a distorted-trigonal-bipyramidal geometry with the Czx ligand occupying two axial sites and one equatorial site in a pseudo- mer coordination mode. In contrast to the typical metathesis chemistry observed with LiCH(SiMe 3 ) 2, an unusual oxidation occurs when 2 or 3 is treated with LiCH 2 SiMe 3 to generate the previously isolated trivalent alkyl (Czx)Yb(CH 2 SiMe 3 ) 2 . Trivalent Yb complexes with the Czx ligand also display unusual redox chemistry: rapid reduction to the Yb(II) phosphides 7a, b is observed on treatment of mer,cis -(Czx)Yb(Cl) 2 (THF) with ArPH – Na + ( 6a, b ) or, equivalently, on treatment of (Czx)Yb(CH 2 SiMe 3 ) 2 with ArPH 2 . In both cases, oxidative coupling of the phosphide or phosphine was observed to form meso - and rac -biphosphines, ArPH–PHAr (Ar = 2,4,6-Me 3 C 6 H 2 ( 9a ), 2,4,6-Pr i 3 C 6 H 2 ( 9b )).

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 score0.016
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0020.001
Bibliometrics0.0000.001
Science and technology studies0.0000.001
Scholarly communication0.0000.001
Open science0.0020.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0160.000

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 head0.208
Teacher spread0.198 · 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

Citations24
Published2013
Admission routes1
Has abstractyes

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