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Computed shifts reveal decreased paratropicity in π-expanded systems, suggesting implications for molecular design.
Computed nucleus independent chemical shifts and ring current plots reveal that π-expanded [4n]–[4n]–[4n] fused systems can exhibit reduced paratropicity or even weak diatropicity, while exhibiting relatively narrow HOMO–LUMO gaps. Diborole-fused [4n]–[4n]–[4n] cyclobutadienes, pentalenes, s-indacenes, and cyclooctatetraenes are compared to analogous dibenzo-fused [4n+2]–[4n]–[4n+2] derivatives.
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Khan et al. (2025) studied this question.
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