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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 изданияхстатьяРецензирование

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Nursahedova, Selbi K. ; Zerov, Aleksey V. ; Boyarskaya, Irina A. ; Grinenko, Elena V. ; Nenajdenko, Valentine G. ; Vasilyev, Aleksander V. / HUSY zeolite-promoted reactions of trifluoromethylated propargyl alcohols with arenes : Synthesis of CF 3 -indenes and DFT study of intermediate carbocations. в: Organic and Biomolecular Chemistry. 2019 ; Том 17, № 5. стр. 1215-1224.

BibTeX

@article{05b34622e4c24e3e95aad8557c052b95,
title = "HUSY zeolite-promoted reactions of trifluoromethylated propargyl alcohols with arenes: Synthesis of CF 3 -indenes and DFT study of intermediate carbocations",
abstract = " 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. ",
keywords = "NUCLEOPHILIC-SUBSTITUTION, AROMATIC-COMPOUNDS, ACETYLENE, EFFICIENT, ACID, ALKYLATION, CHEMISTRY, CATALYST, TFOH",
author = "Nursahedova, {Selbi K.} and Zerov, {Aleksey V.} and Boyarskaya, {Irina A.} and Grinenko, {Elena V.} and Nenajdenko, {Valentine G.} and Vasilyev, {Aleksander V.}",
year = "2019",
month = feb,
day = "7",
doi = "10.1039/c8ob02887g",
language = "English",
volume = "17",
pages = "1215--1224",
journal = "Organic and Biomolecular Chemistry",
issn = "1477-0520",
publisher = "Royal Society of Chemistry",
number = "5",

}

RIS

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