[5.5.5.5]hexaene is a [12]annulene ring with symmetrically bound carbon atom in its center. This the smallest hydrocarbon hyperbolic paraboloid shape. and related hydrocarbons are important building blocks organic materials chemistry. For example, penta-graphene—a puckered 2D allotrope of carbon—is comprised similar repeating subunits. Here, we investigate thermochemical kinetic properties at C...

Non-alternant non-benzenoid hydrocarbons exhibit very different optical and electronic properties than their well-studied benzenoid analogues. However, preparing such structures with extended conjugation length, remains challenging. Herein, we report the synthesis of azuleno[2,1,8-ija]azulene derivatives using a two-step sequence involving four-fold aldol condensation between aromatic dialdehyd...

Parallel-displaced π-stacking in the benzene dimer and larger polycyclic aromatic hydrocarbons is driven by competition between dispersion exchange-repulsion interactions. The present work examines whether same true porous frameworks that exhibit stacking interactions, including [18]annulene dimer, porphyrin several models of covalent organic framework known as COF-1. Interaction energies their...