• 文献标题:   Graphene-induced planarization of cyclooctatetraene derivatives
  • 文献类型:   Article
  • 作  者:   KROEGER AA, KARTON A
  • 作者关键词:   density functional theory, dispersion interaction, planar cyclooctatetraene, pipi interaction
  • 出版物名称:   JOURNAL OF COMPUTATIONAL CHEMISTRY
  • ISSN:   0192-8651 EI 1096-987X
  • 通讯作者地址:  
  • 被引频次:   3
  • DOI:   10.1002/jcc.26774 EA OCT 2021
  • 出版年:   2022

▎ 摘  要

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 pi-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 pi-pi 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.