Abstract
The introduction of a seven-membered-ring unit in the place of a five-membered-ring unit in the structure of subphthalocyanine resulted in significant distortion of the bowl-shaped structure of the conjugated molecule as well as the following unprecedented properties: the preferential formation of the axially fluoro substituted species, the fluttering-dynamic-motion-induced rapid exchange of P and M enantiomers, markedly split Q-band absorption, and a clear difference in the ring-current effects arising from the convex and concave surfaces. All in a flutter: Significant distortion of the bowl-shaped structure of subphthalocyanine upon the introduction of a seven-membered ring in place of two five-membered rings (see scheme) led to unusual properties and reactivity. Fluttering-dynamic-motion-induced rapid exchange of the P and M enantiomers as well as markedly split Q-band absorption and distinct ring-current effects arising from the convex and concave surfaces were observed.
Original language | English |
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Pages (from-to) | 2408-2412 |
Number of pages | 5 |
Journal | Angewandte Chemie - International Edition |
Volume | 53 |
Issue number | 9 |
DOIs | |
Publication status | Published - 2014 Feb 24 |
Keywords
- aromaticity
- conjugation
- convex-concave surfaces
- ring contraction
- ring expansion
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)