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Record W2056495580 · doi:10.1021/om8005678

Bimetallic, Spirocyclic, Methylene-Bridged Carbene Complexes of Rhodium and Palladium Derived by Stepwise Metalations of Lithiated Bis(diphenylphosphoranotrimethylsilylimido)methandiide

2009· article· en· W2056495580 on OpenAlexaff
Min Fang, Nathan D. Jones, Kristina Friesen, Guanyang Lin, Michael J. Ferguson, Robert McDonald, R. Lukowski, Ronald G. Cavell

Bibliographic record

VenueOrganometallics · 2009
Typearticle
Languageen
FieldChemistry
TopicCoordination Chemistry and Organometallics
Canadian institutionsUniversity of Alberta
Fundersnot available
KeywordsChemistryCarbenePalladiumRhodiumMedicinal chemistryMethyleneProtonationLigand (biochemistry)Bimetallic stripStereochemistryChelationMetalCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

The Li−C−Rh, bimetallic, phosphinimine spirocyclic, bridged carbene complex 1 was readily prepared from dilithiobis(diphenylphosphoranosilylimido)methandiide, [ Li 2 L ] 2, and an equimolar (Rh/Li, 1:1) amount of [Rh(cod)Cl] 2 . Subsequent reaction with a different metal precursor, in the present cases, [Pd(allyl)Cl] 2, yielded the spirocyclic Rh−Pd heterobimetallic 2 or, if a second equivalent of [Rh(cod)Cl] 2 was used, the spirocyclic Rh−Rh homobimetallic 3 was obtained; thus the system presents an effective synthetic route for the preparation of homo- or heterobimetallic complexes. All of the complexes have constrained symmetry, which creates in some cases isomeric and enantiomeric structures. The Li−Rh complex 1 thermally rearranged to the chelated, orthometalated, Rh complex 6, wherein the Rh(I) center is bound to the ipso carbon of a phenyl ring and a methine carbon formed from protonation of the spiro carbon. Remarkably, controlled hydrolysis of 6 reversed the orthometalation and provided an iminophosphorane-methine chelate complex of Rh(I), 7 . Reactions of the cod-substituted complexes 2, 3, and 7 with CO resulted in the replacement of cod substituents to form parallel Rh carbonyl complexes ( 4, 5, and 8 ). The allyl substituents in the system were not affected. The carbonyl complexes 5 and 8 could be made independently from [Rh(CO) 2 Cl] 2 and either the dilithium methandiide or the methine form of the ligand as appropriate. Complexes 2 − 7 have been structurally characterized herein. Complexes 3 and 5 are chiral (because they lack rotation−reflection axes), but the products here are unresolved racemic mixtures according their NMR spectra. The complex 2 and its derivative 4 exist as unequal diastereomeric pairs according to the NMR. Fluxional NMR behavior is observed for 1, wherein the cod appears to partly dissociate and invert, for 2 and 3 where the cod exchange appears to involve a different mechanism being assisted by dissociation of one imine substituent, for 2 and 4 wherein allyl syn−syn, anti−anti exchange occurs between the diastereomers, and for 7 wherein the coordinated and uncoordinated imine groups exchange.

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)0.001
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 score0.010
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0020.000
Bibliometrics0.0000.002
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
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 head0.010
GPT teacher head0.232
Teacher spread0.222 · 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
Published2009
Admission routes1
Has abstractyes

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