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Protonation-Triggered Hückel and Möbius Aromatic Transformations in Nonaromatic Core-Modified [30]Hexaphyrin(2.1.1.2.1.1) and Annulated [28]Hexaphyrin(2.1.1.0.1.1)
- Source :
- Organic Letters. 21:9637-9641
- Publication Year :
- 2019
- Publisher :
- American Chemical Society (ACS), 2019.
-
Abstract
- Two 1,2-diphenyl-1,2-dithienylethene-embedded hexaphyrins 6 and 8 containing 30π and 28π electrons, respectively, in conjugation exhibit nonaromatic characteristics. Compound 6 shows an unusual bond length equalization in its electronic structure. However, on protonation, 6 exhibits Huckel aromatic characteristics while 8 shows Mobius aromatic characteristics. The changes in aromaticity are accompanied by change in conformation from a figure-eight/twisted structure to an open extended structure.
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 21
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi.dedup.....2e5230d11733e86f211e80bb66e55dc1