N-(5-Fluoro-2-oxo-2,3-dihydro-4-pyrimidinyl)benzamide
CAS Number:
10357-07-0
Molecular Formula:
C11H8FN3O2
Aromatic C–H bond cleavage by using a Cu(i) ate-complex
Literature Information
Publication Date
2016-06-13
DOI
10.1039/C6QO00201C
Impact Factor
5.281
Authors
Guanghui Zhang, Hong Yi, Jie Xin, Yi Deng, Ruopeng Bai, Zhiliang Huang, A. Jeremy Kropf, Emilio E. Bunel, Xiaotian Qi, Yu Lan
View Original
Abstract
In situ X-ray absorption spectroscopy (XAS), infrared (IR) and nuclear magnetic resonance (NMR) techniques were used to identify the structures and reactivity of copper-containing active intermediates in the sp2 C–H bond cleavage reaction of electron-deficient aromatics. An ate-complex [Cu(OtBu)2]Na was found to be able to cleave the C–H bond of benzothiazole (ArH) producing [ArCuI(OtBu)]Na with a rate constant of 3.2 × 10−2 mol−1 L s−1 at −50 °C and with an activation enthalpy of 0.73 kcal mol−1 at room temperature.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
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4-Chloro-2-{[(2-chlorophenoxy)acetyl]amino}benzoic acid
CAS Number:
351424-20-9
Molecular Formula:
C15H11Cl2NO4
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tert-Butyl 6-chloro-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
CAS Number:
1011482-37-3
Molecular Formula:
C18H22ClNO4
(2S)-2-(Fluoromethyl)piperidine hydrochloride (1:1)
CAS Number:
886216-73-5
Molecular Formula:
C6H13ClFN
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