🔥 Aromaticity | Concepts and Application | MKA Sir

Описание: Aromaticity has been a central concept in chemistry since the discovery of benzene in the 19th century and has impacted the science of delocalized π-electron systems. The aromaticity of conventional aromatic compounds usually originates from electron delocalization through a single ring that consists of π-symmetric orbitals. Although double aromaticity, i.e. aromaticity composed of two circularly delocalized orbitals, has been theoretically predicted for over 20 years, the double aromaticity of a bench-stable compound is not well explored by experiment. Here we report the synthesis and isolation of the dication of hexakis(phenylselenyl)benzene, as well as its double aromaticity based on structural, energetic, and magnetic criteria. In this dication, cyclic σ-symmetric and π-symmetric delocalized orbitals are formally occupied by ten and six electrons, respectively, and the aromaticity thus follows the 4n + 2 (n = 1, 2,…) electron Hückel rule, regardless of the σ-orbital or π-orbital symmetry.

Condition of Aromaticity:
1. First, it must be cyclic.
2. Second, every atom in the ring must be conjugated.
3. Third, the molecule must have [4n+2] pi electrons (we’ll explain in depth what that means, in this video)
4. Fourth, the molecule must be flat/planer (usually true if conditions 1-3 are met, but there are rare exceptions, which we will discuss in this video)

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