A Study of Polarization and Directing Effects of Unsymmetrical Alkynes Using Regioselective Pd-Catalyzed Bromoallylation
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F20%3A10410665" target="_blank" >RIV/00216208:11310/20:10410665 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=PY9TG74BSc" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=PY9TG74BSc</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201901476" target="_blank" >10.1002/ejoc.201901476</a>
Alternative languages
Result language
angličtina
Original language name
A Study of Polarization and Directing Effects of Unsymmetrical Alkynes Using Regioselective Pd-Catalyzed Bromoallylation
Original language description
Herein is disclosed the first comprehensive study of factors that affect the regioselectivity of PdBr2(PhCN)(2)-catalyzed bromoallylation of unsymmetrically substituted internal alkynes. The study was performed on a wide array of electronically and structurally diverse alkynes with aryl-aryl, aryl-ferrocenyl, and aryl-alkyl substitutions. The regioselective formation of bromoallylation products was mostly driven by the polarization of the triple bond in aryl-aryl and aryl-ferrocenyl-substituted ethynes. On the other hand, directing effect, which arises from the presence of a directing group in the side-chain of aryl-alkyl-substituted alkynes, was the dominating factor that determined the regioselectivity of these reactions.
Czech name
—
Czech description
—
Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA18-17823S" target="_blank" >GA18-17823S: Syntheses of Fluorenes, Indenofluorenes and Derivatives Thereof Based on Catalytic Reactions</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
European Journal of Organic Chemistry
ISSN
1434-193X
e-ISSN
—
Volume of the periodical
2020
Issue of the periodical within the volume
2
Country of publishing house
DE - GERMANY
Number of pages
7
Pages from-to
234-240
UT code for WoS article
000509416700013
EID of the result in the Scopus database
2-s2.0-85077903299