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Record W3201441604 · doi:10.1002/tcr.202100210

Transition Metal‐Catalyzed Cross‐Couplings of Benzylic Sulfone Derivatives

2021· review· en· W3201441604 on OpenAlexaff
Masakazu Nambo, Cathleen M. Crudden

Bibliographic record

VenueThe Chemical Record · 2021
Typereview
Languageen
FieldChemistry
TopicSulfur-Based Synthesis Techniques
Canadian institutionsQueen's University
FundersJapan Society for the Promotion of ScienceSumitomo Foundation
KeywordsSulfoneCarbeneTrifluoromethylCatalysisReactivity (psychology)ChemistryTransition metalCombinatorial chemistryCoupling reactionPolymer chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract In recent years, the use of organosulfones as a new class of cross‐coupling partner in transition‐metal catalyzed reactions has undergone significant advancement. In this personal account, our recent investigations into desulfonylative cross‐coupling reactions of benzylic sulfone derivatives catalyzed by Pd, Ni, and Cu catalysis is described. Combined with the facile α‐functionalizations of sulfones, our methods can be used to form valuable multiply‐arylated structures such as di‐, tri‐, and, tetraarylmethanes from readily available substrates. The reactivity of sulfones can be increased by introducing electron‐withdrawing substituents such as 3,5‐bis(trifluoromethyl)phenyl and trifluoromethyl groups, which enable more challenging cross‐coupling reactions. Reactive intermediates including Cu‐carbene complexes were identified as key intermediates in sulfone activation, representing new types of C−SO2bond activation processes. These results indicate sulfones are powerful functional groups, enabling new catalytic desulfonylative transformations.

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)0.000
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: Not applicable · Consensus signal: none
GenreCandidate signal: Review · Consensus signal: Review
Teacher disagreement score0.002
Threshold uncertainty score0.006

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0010.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0020.001

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 head0.054
GPT teacher head0.343
Teacher spread0.288 · 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 designNot applicable
Domainnot available
GenreReview

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

Citations35
Published2021
Admission routes1
Has abstractyes

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