In:
Chemistry – A European Journal, Wiley, Vol. 28, No. 49 ( 2022-09)
Abstract:
We have designed and synthesized photochromic tetrathienyl corannulene compounds, 1,2,7,8‐tetrakis(2‐methyl‐5‐phenylthiophen‐3‐yl)corannulene ( 1 ) and 1,2,7,8‐tetrakis(2,4‐dimethyl‐5‐phenylthiophen‐3‐yl)corannulene ( 2 ), by fusing two units of photochromic terarylene with a curved aromatic corannulene with a promising antenna effect. Compound 1 exhibited highly sensitive photoreactivity, with a large molar absorption coefficient of 8.2×10 4 M −1 cm −1 and practically photon‐quantitative photocyclization. On the other hand, a terarylene derivative with a planar aromatic phenanthrene, 9,10‐bis(2,4‐dimethyl‐5‐phenylthiophen‐3‐yl)phenanthrene ( 4 ) showed no photoreactivity. The reason for such a difference was attributed to the predominance of the photoreactive atropisomers amplified by energy migration, and the shortened distance between reactive carbons induced by the curved structure.
Type of Medium:
Online Resource
ISSN:
0947-6539
,
1521-3765
DOI:
10.1002/chem.202201286
Language:
English
Publisher:
Wiley
Publication Date:
2022
detail.hit.zdb_id:
1478547-X
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