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Record W2312439038 · doi:10.1021/om300316h

Diverse Coordination Modes and Transformations of Allenes at Adjacent Iridium/Osmium Centers

2012· article· en· W2312439038 on OpenAlexaff
T.J. MacDougall, Michael J. Ferguson, Robert McDonald, Martín Cowie

Bibliographic record

VenueOrganometallics · 2012
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsUniversity of Alberta
Fundersnot available
KeywordsChemistryOsmiumIridiumCoordination complexStereochemistryCrystallographyCatalysisMetalOrganic chemistryRuthenium

Abstract

fetched live from OpenAlex

The methylene-bridged complex, [IrOs(CO) 3 (μ-CH 2 )(dppm) 2 ][BF 4 ] (dppm = μ-Ph 2 PCH 2 PPh 2 ) ( 2 ), reacts with allene, resulting in C–C bond formation, to yield an equilibrium mix of two isomers of [IrOs(CO) 3 (μ-η 3:κ 1 -C(CH 2 ) 3 )(dppm) 2 ][BF 4 ] ( 3 / 3a ), in which the hapticity of the trimethylenemethane ligand with respect to the two metals, as well as the carbonyl ligand arrangement, is different in each isomer. Reaction of 2, as the triflate salt ( 2-CF 3 SO 3 ), with methylallene also yields two isomers, [IrOs(CO) 3 (μ-η 3:κ 1 -C(CHCH 3 )(CH 2 ) 2 )(dppm) 2 ][CF 3 SO 3 ] ( 4 / 4a ); however, in this case, the binding mode of the substituted trimethylenemethane moiety is the same in each isomer and differs only in the position of the methyl group on the allylic moiety. The addition of 1,1-dimethylallene to 2-CF 3 SO 3 results in loss of 4-methyl-1,3-pentadiene and subsequent reaction of the remaining “[IrOs(CO) 3 (dppm) 2 ] + ” species with excess 1,1-dimethylallene to give [IrOs(CO) 3 (μ-η 3:κ 1 -CH 2 CCMe 2 )(dppm) 2 ][CF 3 SO 3 ] ( 5 ), in which the dimethylallene moiety is κ 1 -bound to Os through the central carbon and η 3 -bound to Ir. Both allene and methylallene react with the tetracarbonyl complex, [IrOs(CO) 4 (dppm) 2 ][BF 4 ] ( 6 ), to generate analogous products, [IrOs(CO) 3 (μ-η 3:κ 1 -CH 2 CCHR)(dppm) 2 ][BF 4 ] (R = H ( 7 ), CH 3 ( 8 ), respectively). Reaction of 6-CF 3 SO 3 with 1,1-dimethylallene yields [IrOs(CO) 4 (μ-C═C(H)C(CH 3 )═CH 2 )(dppm) 2 ][CF 3 SO 3 ] ( 9 ), the result of activation of the geminal C–H bonds of the unsubstituted end of the allene, and additional activation of a methyl C–H bond. The addition of 1,1-difluoroallene to 6-CF 3 SO 3 yields [IrOs(CO) 4 (μ-κ 1:κ 1 -F 2 C═ C ═ C H 2 )(dppm) 2 ] [CF 3 SO 3 ] ( 10 ), in which this cumulene bridges both metal centers through the central carbon and the CH 2 end of the substrate. These reactivities are compared to those of related Ir 2, Rh/Ru, Rh/Os, and Ir/Ru complexes.

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 categoriesInsufficient 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 score0.145
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
Bibliometrics0.0000.000
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 head0.015
GPT teacher head0.224
Teacher spread0.209 · 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

Citations4
Published2012
Admission routes1
Has abstractyes

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