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Record W1985994548 · doi:10.1021/om700360r

Use of an Iodide-Modified Merrifield Resin in the Synthesis of Ruthenium Hydride Complexes. The Structure of RuHI((<i>R</i>)-binap)(PPh<sub>3</sub>)

2008· article· en· W1985994548 on OpenAlexaff
Xiaoxi Zhao, Nina I. Ivanova, A. Hadzovic, Marco Zimmer-De Iuliis, Alan J. Lough, Robert H. Morris

Bibliographic record

VenueOrganometallics · 2008
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsChemistryBINAPRutheniumPhosphineTriphenylphosphineMedicinal chemistryIodideTriphenylphosphine oxideHydridePolymer chemistryCatalysisOrganic chemistryEnantioselective synthesisMetal

Abstract

fetched live from OpenAlex

Transition metal complexes that function as catalysts or precatalysts are sometimes synthesized by the displacement of phosphine ligands from precursor complexes. A common problem in the synthesis is the separation of the desired complex from the phosphine contaminants that have similar solubility properties. This is the case in the synthesis of the coordinatively unsaturated ruthenium complexes RuHX(( R )-binap)(PPh 3 ) (X = Cl, 2; X = I, 3 ) from RuHCl(PPh 3 ) 3 ( 1 ). The new iodo ruthenium complex RuHI(( R )-binap)(PPh 3 ) ( 3 ) is prepared in good yield and purity by treatment of the chloro derivative 2, which is contaminated with triphenylphosphine, triphenylphosphine oxide, binap, binap monoxide, and binap dioxide, with an iodide-modified Merrifield resin. The resin was prepared following a modification of a procedure described by Lipshutz and Blomgren. The structure determination of 3 by single-crystal X-ray diffraction is reported. Complex 3 reacts with the alkoxides KOCR 2 -2-py (R = Me, potassium dimethyl-2-pyridylmethoxide; R = Ph, potassium diphenyl-2-pyridylmethoxide) to produce the coordinatively unsaturated hydrido alkoxide complexes RuH(OCR 2 -2-py)(( R )-binap) (R = Me 4, R = Ph 5 ). Complexes 4 and 5 are poor catalysts for asymmetric hydrogenation and are not catalysts for Michael addition reactions at room temperature, conditions where certain ruthenium complexes with diamine and phosphine ligands are known to be very active. The modified resin is demonstrated to be an effective phosphine scavenger in the synthesis of the known complex trans- RuH(I)(dppe) 2 ( 6 ) and the new complex trans- RuH(I)(dppb) 2 ( 7 ).

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 categoriesnone
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 score0.005
Threshold uncertainty score0.722

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
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)0.0000.000

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 head0.027
GPT teacher head0.226
Teacher spread0.199 · 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.

The models applied no category: nothing in the taxonomy fit this work.
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

Citations6
Published2008
Admission routes1
Has abstractyes

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