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Record W2332824300 · doi:10.1021/ic301233j

Symmetry Aspects of H<sub>2</sub> Splitting by Five-Coordinate d<sup>6</sup> Ruthenium Amides, and Calculations on Acetophenone Hydrogenation, Ruthenium Alkoxide Formation, and Subsequent Hydrogenolysis in a Model <i>trans</i>-Ru(H)<sub>2</sub>(diamine)(diphosphine) System

2012· article· en· W2332824300 on OpenAlexaff
Faraj Hasanayn, Robert H. Morris

Bibliographic record

VenueInorganic Chemistry · 2012
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsRutheniumChemistryAlkoxideAcetophenoneHydridePhotochemistryCrystallographyCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

The potential energy surface (PES) of H(2) addition to the Ru═N bond of a model five-coordinate ruthenium amide (Ru═N), leading to an octahedral trans-Ru(H)(2)(diamine)(diphosphine) (HRu-NH) and subsequent acetophenone hydrogenation, is studied using M06 density functional theory methods. A qualitative molecular orbital analysis reveals that H(2) addition to the ground state of Ru═N (which has a distorted trigonal-bipyramidal geometry) fits the criterion of a symmetry-forbidden reaction. A transition state (TS) for H(2) heterolytic splitting by Ru═N corresponds to the reaction taking place on an excited state of the Ru═N having a square-pyramidal geometry and gives ΔG°(⧧) = 19.5 kcal/mol. The reaction between HRu-NH and acetophenone proceeds by a localized hydride-transfer TS with ΔG°(⧧) = 11.5 kcal/mol. This TS leads to an ion pair between a square-pyramidal d(6) ruthenium amino cation and the alkoxide and is uphill from the separated reactants by 3.5 kcal/mol. Subsequent abstraction of the amino proton by the alkoxide within the ion pair is barrierless, but it also lacks any thermodynamic driving force. In contrast, reorientation of the alkoxide within the ion pair to form an octahedral ruthenium alkoxide is calculated to be exoergic by 7.1 kcal/mol. These features of the PES suggest that the known rapid production of ruthenium alkoxides when stoichiometric amounts of acetophenone and HRu-NH are reacted at low temperatures proceeds by a simple direct route following hydride transfer. For the simplified model complex, ruthenium alkoxide is calculated to be the thermodynamic product of the hydrogenation reaction (exoergic by 3.6 kcal/mol). A TS for H(2) heterolytic splitting across the Ru-alkoxide bond is calculated to have ΔG°(⧧) (16.0 kcal/mol), slightly smaller than that of H(2) addition to the five-coordinate Ru═N.

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)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
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 score0.071
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.002
Science and technology studies0.0000.000
Scholarly communication0.0000.001
Open science0.0000.000
Research integrity0.0010.001
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 head0.006
GPT teacher head0.194
Teacher spread0.188 · 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

Citations47
Published2012
Admission routes1
Has abstractyes

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