Reassessing the Possibility of π-σ-π Full Electron Delocalization Through 3D Aromatic Carboranes.

ABSTRACT: Over the past few decades, considerable attention has been devoted to explore the electronic interactions of various substituents with 3D aromatic carboranes. In the case of substituents possessing available p-orbitals, conjugation between the π-system and the σ-framework of the carborane is possible via negative hyperconjugation, where electron density from a filled π-orbital overlaps with an adjacent σ* orbital. However, this is inherently a local effect, which was further bolstered by the fact that aromatic conjugation between planar (2D) π-systems and the 3D aromatic carborane cage does not exist. Nevertheless, recent studies have raised the intriguing possibility that 3D aromatic carboranes may function as σ-conjugated bridges, enabling electronic communication between spatially separ

SUBMITTER: Gao Y 

PROVIDER: S-EPMC12284621 | biostudies-literature | 2025 Jul

REPOSITORIES: biostudies-literature