Predicting the increase in electron affinity of phenoxy upon fluorination
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F24%3A00586913" target="_blank" >RIV/61388955:_____/24:00586913 - isvavai.cz</a>
Result on the web
<a href="https://hdl.handle.net/11104/0354283" target="_blank" >https://hdl.handle.net/11104/0354283</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.jfluchem.2024.110306" target="_blank" >10.1016/j.jfluchem.2024.110306</a>
Alternative languages
Result language
angličtina
Original language name
Predicting the increase in electron affinity of phenoxy upon fluorination
Original language description
The site-specific fluorination of organic compounds can alter their electron affinity, EA, which in turn can be used to control their reactivity, physical properties, or binding affinities. Using anion photoelectron spectroscopy, we show that for the multiply fluorinated phenoxy radical, the change in EA is predominantly additive per fluorination and can be predicted by the simple formula: ΔEA = ∑iΔEAi − ΔEAC, where the numeric index i indicates the positions of fluorination. A small cooperative effect, ΔEAC, destabilizes the anion, but this only accounts for 11 % of the total ΔEA, in the extreme case of pentafluorophenolate. Our experimental results are consistent with those calculated using density functional theory, demonstrating the suitability of electronic structure calculations in the prediction of fluorination effects, for practical use in the synthetic design of organofluorines.
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
<a href="/en/project/EH22_008%2F0004649" target="_blank" >EH22_008/0004649: Quantum Engineering and Nanotechnology</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2024
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Fluorine Chemistry
ISSN
0022-1139
e-ISSN
1873-3328
Volume of the periodical
277
Issue of the periodical within the volume
JUL 2024
Country of publishing house
NL - THE KINGDOM OF THE NETHERLANDS
Number of pages
4
Pages from-to
110306
UT code for WoS article
001250070900001
EID of the result in the Scopus database
2-s2.0-85195055732