The Aromatic Character of Diindeno[2,1-b:2',1'-h]biphenylene
1Schulich Department of Chemistry, Technion, Haifa 3200003, Israel.
Abstract:
The tropicity of the title system was studied using NICS(1.7)π,zz-XY-scans and current density analysis, showing a global diatropic loop and local dia- and paratropic loops. This aromaticity picture is very different from the one proposed based on NICS(1) and HOMA ( Org. Lett. 2021, 23, 8794-8798). It is predicted that 1 should be suitable for singlet fission applications. It is concluded that local aromatic indices should not be used for the full analysis of multiring conjugated systems.
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