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DOI: 10.1055/s-0042-1751905
Neutral 6π and 10π Homoaromatics
Photoswitching Neutral Homoaromatic Hydrocarbons.
Nat. Chem. 2023;
15: 377-385
DOI: 10.1038/s41557-022-01121-w
Significance
Neutral homoaromatic molecules are considered as a class of veiled species mainly owing to the difficulty inherent to their syntheses, isolation and characterizations. Inspired by the previously studied unstable elassovalene, the authors herein achieve a series of novel neutral homoaromatic hydrocarbons with enhanced stability by reducing the ring strain.
Comment
Facilitated by Cu(hFacac)2, an intramolecular Buchner dearomatization is performed to afford triasterane, which upon oxidation produces a stable homoaromatic molecule. Interestingly, this homoannulene ester is found to undergo a reversible photochemical rearrangement via [1,11]-sigmatropic shift, thereby switching between the 6π and 10π homoaromatic structures.
Publikationsverlauf
Artikel online veröffentlicht:
11. Mai 2023
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