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Record W2156665818 · doi:10.1002/ange.200601663

Aus der Sicht des Synthetikers: Palladiumkomplexe N‐heterocyclischer Carbene als Katalysatoren für Kreuzkupplungen

2007· article· de· W2156665818 on OpenAlexaff
Eric Assen B. Kantchev, Christopher J. O’Brien, Michael G. Organ

Bibliographic record

VenueAngewandte Chemie · 2007
Typearticle
Languagede
FieldChemistry
TopicCatalytic Cross-Coupling Reactions
Canadian institutionsYork University
Fundersnot available
KeywordsChemistryCarbeneMedicinal chemistryCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract Palladiumkatalysierte C‐C‐ und C‐N‐Kupplungen zählen zu den vielseitigsten und leistungsfähigsten Syntheseverfahren. Seit 15 Jahren erfreuen sich die N‐heterocyclischen Carbene (NHCs) wachsender Beliebtheit als Liganden für palladiumvermittelte Kreuzkupplungen und ähnliche Methoden. Sie sind in vielerlei Hinsicht den üblichen tertiären Phosphanen überlegen. Weil NHCs stark σ‐elektronenschiebend sind, können sie auch anspruchsvolle Substrate zu oxidativen Insertionen bewegen. Andererseits führen ihre Sperrigkeit und ihre besondere Topologie zu einer raschen reduktiven Eliminierung. Schließlich tragen die starken Pd‐NHC‐Bindungen zur hohen Stabilität der aktiven Spezies bei – auch bei niedrigen Ligand/Pd‐Verhältnissen und hohen Temperaturen. Wenn erst stabile, anwenderfreundliche und leistungsstarke NHC‐Pd‐Präkatalysatoren kommerziell verfügbar sind, liegt das Ziel eines universellen Kreuzkupplungskatalysators in greifbarer Nähe. Dieser Aufsatz beschreibt zunächst die chemischen Grundlagen zu den NHC‐Pd‐Komplexen, um ihre Besonderheiten kennenzulernen. Anschließend folgt eine umfassende Diskussion zur Anwendung dieser Katalysatoren in C‐C‐ und C‐N‐Kreuzkupplungen sowie in der Carbopalladierung.

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 machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation 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 score0.018

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0010.000
Science and technology studies0.0000.001
Scholarly communication0.0010.001
Open science0.0000.001
Research integrity0.0010.002
Insufficient payload (model declined to judge)0.0050.002

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 head0.024
GPT teacher head0.307
Teacher spread0.283 · 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 source (direct Gemma or distilled Codex), 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

Citations352
Published2007
Admission routes1
Has abstractyes

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