Linear free energy relation of methanofullerene C61-substituents with cyclic voltammetry: Strong electron withdrawal anomaly
Тип публикации: Journal Article
Дата публикации: 1996-04-01
SCImago Q3
WOS Q2
БС2
SJR: 0.36
CiteScore: 3.7
Impact factor: 2.1
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
Methanofullerenes with cyano, nitro, and carboxyethyl substituents on C 61 were prepared and characterized. The bis(cyano) methanofullerene shows a first, irreversible, reduction peak at room temperature which is ca 160 mV more positive than the corresponding step in C 60 . We report for the first time a comparative study of electron-donating and electron-withdrawing substituents on C 61 , using the Hammett σ m , which shows that the cyano substituent appears to be more electron-withdrawing than predicted by the Hammett relation. This anomaly could be due to kinetics of a rapid follow-up reaction, periconjugation, or “conjugation” through the cyclopropane Walsh orbitals.
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Keshavarz-K M. et al. Linear free energy relation of methanofullerene C61-substituents with cyclic voltammetry: Strong electron withdrawal anomaly // Tetrahedron. 1996. Vol. 52. No. 14. pp. 5149-5159.
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Keshavarz-K M., Knight B., Haddon R. C., Wudl F. Linear free energy relation of methanofullerene C61-substituents with cyclic voltammetry: Strong electron withdrawal anomaly // Tetrahedron. 1996. Vol. 52. No. 14. pp. 5149-5159.
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TY - JOUR
DO - 10.1016/0040-4020(96)00121-4
UR - https://doi.org/10.1016/0040-4020(96)00121-4
TI - Linear free energy relation of methanofullerene C61-substituents with cyclic voltammetry: Strong electron withdrawal anomaly
T2 - Tetrahedron
AU - Keshavarz-K, Majid
AU - Knight, Brian
AU - Haddon, Robert C.
AU - Wudl, Fred
PY - 1996
DA - 1996/04/01
PB - Elsevier
SP - 5149-5159
IS - 14
VL - 52
SN - 0040-4020
SN - 1464-5416
ER -
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@article{1996_Keshavarz-K,
author = {Majid Keshavarz-K and Brian Knight and Robert C. Haddon and Fred Wudl},
title = {Linear free energy relation of methanofullerene C61-substituents with cyclic voltammetry: Strong electron withdrawal anomaly},
journal = {Tetrahedron},
year = {1996},
volume = {52},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016/0040-4020(96)00121-4},
number = {14},
pages = {5149--5159},
doi = {10.1016/0040-4020(96)00121-4}
}
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MLA
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Keshavarz-K, Majid, et al. “Linear free energy relation of methanofullerene C61-substituents with cyclic voltammetry: Strong electron withdrawal anomaly.” Tetrahedron, vol. 52, no. 14, Apr. 1996, pp. 5149-5159. https://doi.org/10.1016/0040-4020(96)00121-4.
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