Hiding and Recovering Electrons in a Dimetallic Endohedral Fullerene: Air-Stable Products from Radical Additions

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F15%3A10292889" target="_blank" >RIV/00216208:11310/15:10292889 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1021/ja509956y" target="_blank" >http://dx.doi.org/10.1021/ja509956y</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/ja509956y" target="_blank" >10.1021/ja509956y</a>

Result language

angličtina

Original language name

Hiding and Recovering Electrons in a Dimetallic Endohedral Fullerene: Air-Stable Products from Radical Additions

Original language description

Fullerenyl radicals can be generated by addition of a free radical to a fullerene surface, by nucleophilic addition followed by one-electron oxidation, or by thermal dissociation of singly bonded fullerene dimers. However, fullerenyl radicals are usuallyvery reactive and generally cannot be isolated. On the contrary, we have found that the reactions of the dimetallic endofullerenes, La-2@I-h-C-80 and La-2@D-5h-C-80, with 3-chloro-5,6-diphenyltriazine resulted in mono-addition of the triazinyl radical to the fullerene cages to yield isolable fullerenyl radicals. The unusual stability of these fullerenyl radicals arises from the confinement of the unpaired electron to an internal, metalmetal bonding orbital. Accordingly, the fullerene cage protects theradical center from other reactive species. Furthermore, we demonstrate that the fullerenyl radical adduct of La-2@I-h-C-80 reacts with toluene to afford additional benzylation. Interestingly, the benzylated derivative is diamagnetic in s

Czech name

—

Czech description

—

Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CF - Physical chemistry and theoretical chemistry

OECD FORD branch

—

Project

—

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2015

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of the American Chemical Society

ISSN

0002-7863

e-ISSN

—

Volume of the periodical

137

Issue of the periodical within the volume

1

Country of publishing house

US - UNITED STATES

Number of pages

7

Pages from-to

232-238

UT code for WoS article

000348483500050

EID of the result in the Scopus database

2-s2.0-84921058882