MétaCan
Menu
Back to cohort
Record W3044717956 · doi:10.1002/0471264180.or103.03

Propargylic Coupling Reactions via Bimetallic Alkyne Complexes: The Nicholas Reaction

2020· other· en· W3044717956 on OpenAlexaff
James R. Green, Kenneth M. Nicholas

Bibliographic record

VenueOrganic reactions · 2020
Typeother
Languageen
FieldChemistry
TopicCatalytic Alkyne Reactions
Canadian institutionsUniversity of Windsor
Fundersnot available
KeywordsChemistryAlkyneReactivity (psychology)Bimetallic stripNucleophileCoupling reactionHeteroatomCombinatorial chemistryOrganic chemistryMedicinal chemistryRing (chemistry)Catalysis

Abstract

fetched live from OpenAlex

The hexacarbonyldicobalt complexes of propargylic cations are generated readily, predominantly from alkynedicobalt complexes bearing propargylic leaving groups. These cations have both good stability and reactivity, and enter into reaction with a wide range of carbon‐ and heteroatom‐based nucleophiles in a reliable manner; these are widely known as Nicholas reactions. In conjunction with the ready incorporation and removal of the dicobalt unit, these reactions have been employed extensively in total synthesis.

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 categoriesMeta-epidemiology (narrow), Research integrity, Insufficient payload (model declined to judge)
Consensus categoriesInsufficient payload (model declined to judge)
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: none
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.720
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.001
Science and technology studies0.0010.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.003
Insufficient payload (model declined to judge)0.0250.006

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 head0.020
GPT teacher head0.249
Teacher spread0.228 · 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; both teacher heads agree on what is shown here.

Study designNot applicable
Domainnot available
GenreOther

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

Citations7
Published2020
Admission routes1
Has abstractyes

Explore more

Same venueOrganic reactionsSame topicCatalytic Alkyne ReactionsFrench-language works237,207