Anion-π Catalysis on Fullerenes.
Publication type: Journal Article
Publication date: 2017-09-13
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
28902995
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
Anion-π interactions on fullerenes are about as poorly explored as the use of fullerenes in catalysis. However, strong exchange-correlation contributions and the localized π holes on their surface promise unique selectivities. To elaborate on this promise, tertiary amines are attached nearby. Dependent on their positioning, the resulting stabilization of anionic transition states on fullerenes is shown to accelerate disfavored enolate addition and exo Diels-Alder reactions enantioselectively. The found selectivities are consistent with computational simulations, particularly concerning the discrimination of differently planarized and charge-delocalized enolate tautomers by anion-π interactions. Enolate-π interactions on fullerenes are much shorter than standard π-π interactions and anion-π interactions on planar surfaces, and alternative cation-π interactions are not observed. These findings open new perspectives with regard to anion-π interactions in general and the use of carbon allotropes in catalysis.
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81
Total citations:
81
Citations from 2024:
11
(13%)
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GOST
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López Andarias J., Frontera A., Matile S. Anion-π Catalysis on Fullerenes. // Journal of the American Chemical Society. 2017. Vol. 139. No. 38. pp. 13296-13299.
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López Andarias J., Frontera A., Matile S. Anion-π Catalysis on Fullerenes. // Journal of the American Chemical Society. 2017. Vol. 139. No. 38. pp. 13296-13299.
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TY - JOUR
DO - 10.1021/jacs.7b08113
UR - https://doi.org/10.1021/jacs.7b08113
TI - Anion-π Catalysis on Fullerenes.
T2 - Journal of the American Chemical Society
AU - López Andarias, Javier
AU - Frontera, Antonio
AU - Matile, Stefan
PY - 2017
DA - 2017/09/13
PB - American Chemical Society (ACS)
SP - 13296-13299
IS - 38
VL - 139
PMID - 28902995
SN - 0002-7863
SN - 1520-5126
ER -
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BibTex (up to 50 authors)
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@article{2017_López Andarias,
author = {Javier López Andarias and Antonio Frontera and Stefan Matile},
title = {Anion-π Catalysis on Fullerenes.},
journal = {Journal of the American Chemical Society},
year = {2017},
volume = {139},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/jacs.7b08113},
number = {38},
pages = {13296--13299},
doi = {10.1021/jacs.7b08113}
}
Cite this
MLA
Copy
López Andarias, Javier, et al. “Anion-π Catalysis on Fullerenes..” Journal of the American Chemical Society, vol. 139, no. 38, Sep. 2017, pp. 13296-13299. https://doi.org/10.1021/jacs.7b08113.
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