In:
Angewandte Chemie International Edition, Wiley, Vol. 60, No. 23 ( 2021-06), p. 13021-13028
Abstract:
An approach to the highly efficient synthesis of C(sp3)‐bridged [6]cycloparaphenylenes ( C[6]CPPs ) from fluoren[3]arenes ( F[3]As ) was developed. Consequently, F[3]As as a new kind of macrocyclic arenes were synthesized. Followed by the demethylation, triflation and intramolecular aryl–aryl coupling reactions, C[6]CPPs were then conveniently obtained. Interestingly, C[6]CPPs could be selectively methylated to produce their fully outer‐methyl‐substituted derivatives. The crystal structures showed the hydroxyl‐substituted F[3]As had bowl‐shaped conformations, and the C[6]CPPs exhibited rigid belt‐shaped structures with deep cavities. Moreover, C[6]CPPs exhibited high HOMO energies and narrow energy gaps. An unclosed belt was further obtained, and it not only showed a similar narrow energy gap to those of the aromatic belts, but also displayed strong fluorescence property, which can play a vital role in the design and synthesis of new aromatic belts.
Type of Medium:
Online Resource
ISSN:
1433-7851
,
1521-3773
DOI:
10.1002/anie.202102701
Language:
English
Publisher:
Wiley
Publication Date:
2021
detail.hit.zdb_id:
2011836-3
detail.hit.zdb_id:
123227-7
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