Premium
Graphene‐induced planarization of cyclooctatetraene derivatives
Author(s) -
Kroeger Asja A.,
Karton Amir
Publication year - 2022
Publication title -
journal of computational chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.907
H-Index - 188
eISSN - 1096-987X
pISSN - 0192-8651
DOI - 10.1002/jcc.26774
Subject(s) - antiaromaticity , cyclooctatetraene , graphene , chemical mechanical planarization , stacking , planar , ring (chemistry) , materials science , density functional theory , computational chemistry , chemistry , chemical physics , nanotechnology , aromaticity , layer (electronics) , molecule , organic chemistry , computer science , computer graphics (images)
Stable equilibrium compounds containing a planar antiaromatic cyclooctatetraene (COT) ring are promising candidates for organic electronic devices such as organic semiconductor transistors. The planarization of COT by incorporation into rigid planar π‐systems, as well as by oxidation or reduction has attracted considerable attention in recent years. Using dispersion‐corrected density functional theory calculations, we explore an alternative approach of planarizing COT derivatives by adsorption onto graphene. We show that strong π–π stacking interactions between graphene and COT derivatives induce a planar structure with an antiaromatic central COT ring. In addition to being reversible, this strategy provides a novel approach for planarizing COT without the need for incorporation into a rigid structure, atomic substitution, oxidation, or reduction.