Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Solvent-Free Fluorination of Electron-Rich Aromatic Compounds with F-TEDA-BF4 : Toward “Dry” Processes. / Zaikin, Pavel A.; Dyan, Ok Ton; Evtushok, Darya V. и др.
в: European Journal of Organic Chemistry, Том 2017, № 17, 03.05.2017, стр. 2469-2474.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Solvent-Free Fluorination of Electron-Rich Aromatic Compounds with F-TEDA-BF4
T2 - Toward “Dry” Processes
AU - Zaikin, Pavel A.
AU - Dyan, Ok Ton
AU - Evtushok, Darya V.
AU - Usoltsev, Andrey N.
AU - Borodkin, Gennady I.
AU - Karpova, Elena V.
AU - Shubin, Vyacheslav G.
PY - 2017/5/3
Y1 - 2017/5/3
N2 - An effective protocol for the solvent-free fluorination of electron-rich aromatic compounds with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4) is described. The protocol allows the easy and efficient isolation of fluorinated products in high yields and purities with low E factors (kgwaste kgproduct –1) by vacuum-sublimation without the use of any solvent. The solid-state fluorination of naphthalen-2-ol was studied by differential thermal analysis, and scanning electron microscopy was used to obtain evidence for the solid-state process. The crucial influence of alkali-metal carbonates on the rate of the solvent-free fluorination of hydroxynaphthalenes and estrone was demonstrated.
AB - An effective protocol for the solvent-free fluorination of electron-rich aromatic compounds with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4) is described. The protocol allows the easy and efficient isolation of fluorinated products in high yields and purities with low E factors (kgwaste kgproduct –1) by vacuum-sublimation without the use of any solvent. The solid-state fluorination of naphthalen-2-ol was studied by differential thermal analysis, and scanning electron microscopy was used to obtain evidence for the solid-state process. The crucial influence of alkali-metal carbonates on the rate of the solvent-free fluorination of hydroxynaphthalenes and estrone was demonstrated.
KW - Aromatic substitution
KW - Electrophilic substitution
KW - Fluorine
KW - Solid-state reactions
KW - Sustainable chemistry
UR - http://www.scopus.com/inward/record.url?scp=85019018583&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201700179
DO - 10.1002/ejoc.201700179
M3 - Article
AN - SCOPUS:85019018583
VL - 2017
SP - 2469
EP - 2474
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 17
ER -
ID: 10192880