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Record W2323036660 · doi:10.1021/om3004543

Unsymmetrical Dicarbenes Based on<i>N</i>-Heterocyclic/Mesoionic Carbene Frameworks: A Stepwise Metalation Strategy for the Generation of a Dicarbene-Bridged Mixed-Metal Pd/Rh Complex

2012· article· en· W2323036660 on OpenAlexaff
Matthew T. Zamora, Michael J. Ferguson, Robert McDonald, Martín Cowie

Bibliographic record

VenueOrganometallics · 2012
Typearticle
Languageen
FieldChemistry
TopicN-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Canadian institutionsUniversity of Alberta
Fundersnot available
KeywordsChemistryMesoionicCarbeneMetalationCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

A pair of linked imidazolium/triazolium salts have been prepared using copper-catalyzed azide–alkyne cycloaddition (CuAAC or “click” chemistry) and methylation protocols, producing a precursor for bidentate N -heterocyclic carbene (NHC)/mesoionic carbene (MIC) ligands, representing a rare example of an NHC/MIC hybrid. Metalation of one-half of this dicationic species using the basic ligand-containing [Pd(OAc) 2 ] in the presence of potassium iodide or half an equivalent of [Rh(μ-OMe)(COD)] 2 yields NHC-anchored/pendent triazolium species of Pd or Rh, respectively. The pendent Pd species can be further functionalized through iodide substitution by various monophosphines, which preferentially adopt a cis or trans arrangement depending on the bulk of the anchored NHC substituent. Combining these “internal-base” and “pendent” strategies, the pendent MIC(H) + arm of the trans -triethylphosphine-functionalized Pd species can be metalated by [Rh(μ-OMe)(COD)] 2, resulting in the generation of a hybrid NHC/MIC-bridgedmixed-metal Pd/Rh species. This complex represents the first example of a hybrid unsymmetrical dicarbene bridging two different metals.

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 score0.040
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0020.000

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 head0.055
GPT teacher head0.284
Teacher spread0.229 · 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

Citations75
Published2012
Admission routes1
Has abstractyes

Explore more

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