In:
Physical Chemistry Chemical Physics, Royal Society of Chemistry (RSC), Vol. 24, No. 27 ( 2022), p. 16816-16826
Abstract:
We report synthesis, isolation, and spectroscopic characterization of the novel [5,6]-open C 70 (CF 2 ) isomer III along with the already known [6,6]-closed and [6,6] -open C 70 (CF 2 ) isomers I and II. The compounds were obtained in a ratio of I : II : III = 4 : 6 : 1 by means of thermal treatment of C 70 fullerene with sodium chlorodifluoroacetate. This product composition is explained with the use of quantum chemical calculations that identify the reaction pathway as a two-stage nucleophilic cyclopropanation rather than the previously postulated carbene addition. We further report the first cyclic voltametric studies for the whole set of isomers of C 70 (CF 2 ). Together with the DFT data, they demonstrate that the LUMO is stabilized in both isomer II ([6,6]-open) and III ([5,6] -open) by 0.1 eV with respect to the pristine C 70 , and isomer III has the lowest reorganization energy of all.
Type of Medium:
Online Resource
ISSN:
1463-9076
,
1463-9084
Language:
English
Publisher:
Royal Society of Chemistry (RSC)
Publication Date:
2022
detail.hit.zdb_id:
1476283-3
detail.hit.zdb_id:
1476244-4
detail.hit.zdb_id:
1460656-2
Bookmarklink