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Record W1999450759 · doi:10.1021/om049121o

Rhodium(III)-Cyclometalated-Imine Complexes:  Solution Behavior and Reactivity with Molecular Hydrogen

2005· article· en· W1999450759 on OpenAlexaff
P. Marcazzan, Brian O. Patrick, Brian R. James

Bibliographic record

VenueOrganometallics · 2005
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsUniversity of British Columbia
Fundersnot available
KeywordsChemistryImineAcetoneRhodiumCationic polymerizationAmine gas treatingReactivity (psychology)Medicinal chemistryCatalysisStoichiometryStereochemistryHydrolysisPolymer chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Acetone solutions of cis,trans,cis -[Rh(H) 2 (PPh 3 ) 2 (acetone) 2 ]PF 6 and cis -[Rh(PPh 3 ) 2 (acetone) 2 ]PF 6 react with the imines RN CR‘(R‘ ‘), where R = PhCH 2, Ph, or C 6 H 11; R‘ = H or Me; and R‘ ‘ = Ph or p -OMe-C 6 H 4, to form orthometalated complexes exemplified by [Rh(H){RN CR‘( o -C 6 H 4 )}(PPh 3 ) 2 (acetone)]PF 6 that are generally characterized spectroscopically, and in one case (where R = PhCH 2, R‘ = Me, and R‘ ‘ = p -OMe-C 6 H 4 ) by X-ray crystallography. These complexes maintain their integrity in acetone solution and show no reaction toward 1 atm H 2 at ambient conditions. In MeOH, the complexes in which R‘ = Me simply change to the corresponding MeOH derivative, but when R‘ = H they are partially converted to the non-orthometalated, η 1 -N-imine species [Rh(PPh 3 ) 2 (RN CHR‘ ‘)(MeOH)]PF 6 ( I ), and in MeOH, stoichiometric hydrogenation of the imine to the corresponding amine occurs via I . We have shown recently ( Inorg. Chem. 2004, 43, 4820) that the catalyzed hydrogenation of PhCH 2 N C(H)Ph to dibenzylamine using cis,trans,cis -[Rh(H) 2 (PPh 3 ) 2 (MeOH) 2 ]PF 6 as catalyst precursor in MeOH proceeds via a cationic Rh-( η 1 - N -imine)(amine) intermediate ( II ), analogous to I but with the MeOH replaced by the amine that is formed via hydrolysis of the imine by the presence of adventitious water. Intermediate I (R = PhCH 2, R‘ ‘ = Ph) is shown to be somewhat less active than II toward H 2, but both intermediates provide viable pathways for hydrogenation of the imine. The orthometalated imine-amine complex [Rh(H){PhCH 2 N C(Me)( o- C 6 H 4 )}(PPh 3 ) 2 (NH 2 CH 2 Ph)]PF 6, where the benzylamine comes from imine hydrolysis, is also isolated and characterized crystallographically.

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 score0.045
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
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

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 head0.009
GPT teacher head0.223
Teacher spread0.213 · 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
Published2005
Admission routes1
Has abstractyes

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