ALD00606
Wang−Yu non-directed C−H functionalization ligand
95%
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About This Item
Empirical Formula (Hill Notation):
C7H3F6NO
CAS Number:
Molecular Weight:
231.10
UNSPSC Code:
12352200
NACRES:
NA.22
MDL number:
Product Name
Wang−Yu non-directed C−H functionalization ligand, 95%
SMILES string
FC(F)(F)c1c(ncc(c1)C(F)(F)F)O
InChI key
IWSJDZMIJFAEBO-UHFFFAOYSA-N
assay
95%
form
powder or crystals
reaction suitability
reaction type: C-C Bond Formation
reagent type: catalyst
reaction type: C-H Activation
mp
145 °C
storage temp.
−20°C
Application
This 2-pyridone ligand developed in the laboratory of Jin-Quan Yu binds to palladium and accelerates non-directed C-H functionalization. Developed for C-H olefination and carboxylation with arene as the limiting reagent, the Wang-Yu ligand enables diversification of drugs, synthetic intermediates, and other bioactive small molecules.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Jin Lin et al.
Nature communications, 8, 14353-14353 (2017-02-07)
Catalytic oxidative C-H bond functionalization reactions that proceed without requiring stoichiometric amounts of external oxidants or pre-functionalized oxidizing reagents could maximize the atom- and step-economy in chemical syntheses. However, such a transformation remains elusive. Here, we report that a photo-driven
Direct perfluoroalkylation including trifluoromethylation of aromatics with perfluoro carboxylic acids mediated by xenon difluoride.
Tanabe Y, et al.
The Journal of Organic Chemistry, 53 (19), 4582?4585-4582?4585 (1988)
Peng Wang et al.
Nature, 551(7681), 489-493 (2017-11-24)
The directed activation of carbon-hydrogen bonds (C-H) is important in the development of synthetically useful reactions, owing to the proximity-induced reactivity and selectivity that is enabled by coordinating functional groups. Palladium-catalysed non-directed C-H activation could potentially enable further useful reactions
Peng Wang et al.
Angewandte Chemie (International ed. in English), 56(18), 5125-5129 (2017-04-04)
Meta-C-H functionalization of benzylamines has been developed using a PdII /transient mediator strategy. Using 2-pyridone ligands and 2-carbomethoxynorbornene (NBE-CO2 Me) as the mediator, arylation, amination, and chlorination of benzylamines are realized. This protocol features a broad substrate scope and is
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