Rationalising the regioselectivity of substituted phenols from the FERMO concept: stereoelectronic effects on protonation and functionalization
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62690094%3A18470%2F22%3A50019013" target="_blank" >RIV/62690094:18470/22:50019013 - isvavai.cz</a>
Result on the web
<a href="https://www.tandfonline.com/doi/full/10.1080/08927022.2022.2039390" target="_blank" >https://www.tandfonline.com/doi/full/10.1080/08927022.2022.2039390</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1080/08927022.2022.2039390" target="_blank" >10.1080/08927022.2022.2039390</a>
Alternative languages
Result language
angličtina
Original language name
Rationalising the regioselectivity of substituted phenols from the FERMO concept: stereoelectronic effects on protonation and functionalization
Original language description
The relative extent of protonation in oxygen and carbon atoms and the position of protonation in carbons depend on several factors. We seek to locate the frontier molecular orbitals involved in the protonation reactions of substituted phenols using the FERMO concept through the MOLPROJ software, to compare the computational results with experimental NMR data obtained in the literature. We evaluate computationally the stereo-electronic effects that govern reactions of aromatic electrophilic substitution using an experimental study as an example. The MOLPROJ returned a percentage of correct answers of approximately 86% in the protonation sites. The experimental results on the protonation sites were rationalised in terms of stereoelectronic effects. © 2022 Informa UK Limited, trading as Taylor & Francis Group.
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
10403 - Physical chemistry
Result continuities
Project
—
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Molecular simulation
ISSN
0892-7022
e-ISSN
1029-0435
Volume of the periodical
48
Issue of the periodical within the volume
7
Country of publishing house
GB - UNITED KINGDOM
Number of pages
11
Pages from-to
610-620
UT code for WoS article
000757758400001
EID of the result in the Scopus database
2-s2.0-85124744268