In:
European Journal of Organic Chemistry, Wiley, Vol. 27, No. 3 ( 2024-01-15)
Abstract:
The incorporation of heteroatoms into polycyclic aromatic hydrocarbons (PAHs) has been recognized as valuable tool to alter their inherent optical and electrochemical properties and are thought as promising next‐generation semiconductor materials. We herein report the synthesis of diindenopyrene, a fragment of C 70 and two of its nitrogen‐doped aza‐analogs. The developed synthetic procedure is based on Brønsted‐acid‐mediated cycloisomerization followed by Pd‐catalyzed C−H‐activation as key‐steps. The impact of N‐doping on the optical and electrochemical properties has been studied and the experimental results are supported by DFT calculations.
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.202301101
Language:
English
Publisher:
Wiley
Publication Date:
2024
detail.hit.zdb_id:
1475010-7
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