Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
HUSY zeolite-promoted reactions of trifluoromethylated propargyl alcohols with arenes : Synthesis of CF 3 -indenes and DFT study of intermediate carbocations. / Nursahedova, Selbi K.; Zerov, Aleksey V.; Boyarskaya, Irina A.; Grinenko, Elena V.; Nenajdenko, Valentine G.; Vasilyev, Aleksander V.
в: Organic and Biomolecular Chemistry, Том 17, № 5, 07.02.2019, стр. 1215-1224.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - HUSY zeolite-promoted reactions of trifluoromethylated propargyl alcohols with arenes
T2 - Synthesis of CF 3 -indenes and DFT study of intermediate carbocations
AU - Nursahedova, Selbi K.
AU - Zerov, Aleksey V.
AU - Boyarskaya, Irina A.
AU - Grinenko, Elena V.
AU - Nenajdenko, Valentine G.
AU - Vasilyev, Aleksander V.
PY - 2019/2/7
Y1 - 2019/2/7
N2 - The reaction of CF 3 -propargyl alcohols [ArCCCH(OH)CF 3 ] with arenes under the action of acidic HUSY zeolite CBV-720 was investigated. It was found that the reaction at 100 °C for 1 h gave rise to 3-aryl-1-CF 3 -indenes in up to 83% yield. Electronic characteristics of the reaction key intermediates, mesomeric CF 3 -propargyl-allenyl cations [ArCC-HC + (CF 3 ) ↔ ArC + CCH(CF 3 )], were studied by DFT calculations. A plausible cationic reaction mechanism is discussed.
AB - The reaction of CF 3 -propargyl alcohols [ArCCCH(OH)CF 3 ] with arenes under the action of acidic HUSY zeolite CBV-720 was investigated. It was found that the reaction at 100 °C for 1 h gave rise to 3-aryl-1-CF 3 -indenes in up to 83% yield. Electronic characteristics of the reaction key intermediates, mesomeric CF 3 -propargyl-allenyl cations [ArCC-HC + (CF 3 ) ↔ ArC + CCH(CF 3 )], were studied by DFT calculations. A plausible cationic reaction mechanism is discussed.
KW - NUCLEOPHILIC-SUBSTITUTION
KW - AROMATIC-COMPOUNDS
KW - ACETYLENE
KW - EFFICIENT
KW - ACID
KW - ALKYLATION
KW - CHEMISTRY
KW - CATALYST
KW - TFOH
UR - http://www.scopus.com/inward/record.url?scp=85060951583&partnerID=8YFLogxK
U2 - 10.1039/c8ob02887g
DO - 10.1039/c8ob02887g
M3 - Article
C2 - 30652720
AN - SCOPUS:85060951583
VL - 17
SP - 1215
EP - 1224
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
SN - 1477-0520
IS - 5
ER -
ID: 44001636