In:
Angewandte Chemie International Edition, Wiley, Vol. 60, No. 25 ( 2021-06-14), p. 13853-13858
Abstract:
n‐peri‐Acenes (n‐PAs) have gained interest as model systems of zigzag‐edged graphene nanoribbons for potential applications in nanoelectronics and spintronics. However, the synthesis of n‐PAs larger than peri‐tetracene remains challenging because of their intrinsic open‐shell character and high reactivity. Presented here is the synthesis of a hitherto unknown n‐PA, that is, peri‐heptacene ( 7‐PA ), in which the reactive zigzag edges are kinetically protected with eight 4‐tBu‐C 6 H 4 groups. The formation of 7‐PA is validated by high‐resolution mass spectrometry and in situ FT‐Raman spectroscopy. 7‐PA displays a narrow optical energy gap of 1.01 eV and exhibits persistent stability ( t 1/2 ≈25 min) under inert conditions. Moreover, electron‐spin resonance measurements and theoretical studies reveal that 7‐PA exhibits an open‐shell feature and a significant tetraradical character. This strategy could be considered a modular approach for the construction of next‐generation (3 N +1)‐PAs (where N ≥3).
Type of Medium:
Online Resource
ISSN:
1433-7851
,
1521-3773
DOI:
10.1002/anie.202102757
Language:
English
Publisher:
Wiley
Publication Date:
2021
detail.hit.zdb_id:
2011836-3
detail.hit.zdb_id:
123227-7
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