Journal of Physical Chemistry A, volume 104, issue 2, pages 352-361

Fragmentation of Radical Anions of Polyfluorinated Benzoates

Publication typeJournal Article
Publication date1999-12-04
Quartile SCImago
Q2
Quartile WOS
Q2
SJR0.604
CiteScore5.2
Impact factor2.7
ISSN10895639, 15205215
Physical and Theoretical Chemistry
Abstract
A comprehensive study of the symmetry forbidden fragmentation of short-lived radical anions (RAs) has been undertaken for the complete set of polyfluorinated benzoates (C6FnH5-nCO2-, n = 1−5). The decay rate constants (kc) of RAs have been determined in aqueous alkaline solution (pH 13.4) by electron photoinjection (EPI) from mercury electrodes and were found to increase dramatically from ≤3 × 103 s-1 (3-F−C6H4CO2-) to (1.2 ± 0.8) × 109 s-1 (C6F5CO2-). The regioselectivity of C−F bond cleavage in the RA fragmentation has been revealed by structure assignment of reduction products of the polyfluorinated benzoic acids by Na, K, and Zn in liquid NH3, as well as by Zn in aqueous NH3 and aqueous alkaline solutions. The kc values depend on the position of the cleaved fluorine to the CO2- group generally in the order para > ortho > meta, and to sharply increase if adjacent fluorine atoms are present. The observed trends reveal that the kinetics of the RA fragmentation reaction is not controlled by the reaction t...

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GOST Copy
Konovalov V. V. et al. Fragmentation of Radical Anions of Polyfluorinated Benzoates // Journal of Physical Chemistry A. 1999. Vol. 104. No. 2. pp. 352-361.
GOST all authors (up to 50) Copy
Konovalov V. V., Laev S. S., Beregovaya I. V., Shchegoleva L. N., Shteingarts V. D., Tsvetkov Y. D., BILKIS I. Fragmentation of Radical Anions of Polyfluorinated Benzoates // Journal of Physical Chemistry A. 1999. Vol. 104. No. 2. pp. 352-361.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/jp993361d
UR - https://doi.org/10.1021/jp993361d
TI - Fragmentation of Radical Anions of Polyfluorinated Benzoates
T2 - Journal of Physical Chemistry A
AU - Konovalov, Valery V.
AU - Laev, Sergey S
AU - Beregovaya, Irina V
AU - Shchegoleva, Lyudmila N
AU - Shteingarts, Vitalij D
AU - Tsvetkov, Yuri D
AU - BILKIS, Itzhak
PY - 1999
DA - 1999/12/04
PB - American Chemical Society (ACS)
SP - 352-361
IS - 2
VL - 104
SN - 1089-5639
SN - 1520-5215
ER -
BibTex |
Cite this
BibTex Copy
@article{1999_Konovalov,
author = {Valery V. Konovalov and Sergey S Laev and Irina V Beregovaya and Lyudmila N Shchegoleva and Vitalij D Shteingarts and Yuri D Tsvetkov and Itzhak BILKIS},
title = {Fragmentation of Radical Anions of Polyfluorinated Benzoates},
journal = {Journal of Physical Chemistry A},
year = {1999},
volume = {104},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/jp993361d},
number = {2},
pages = {352--361},
doi = {10.1021/jp993361d}
}
MLA
Cite this
MLA Copy
Konovalov, Valery V., et al. “Fragmentation of Radical Anions of Polyfluorinated Benzoates.” Journal of Physical Chemistry A, vol. 104, no. 2, Dec. 1999, pp. 352-361. https://doi.org/10.1021/jp993361d.
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