Stack the Bowls: Tailoring the Electronic Structure of Corannulene-Integrated Crystalline Materials

Allison M. Rice, Ekaterina A. Dolgopolova, Brandon J. Yarbrough, Gabrielle A. Leith, Corey R. Martin, Kenneth S. Stephenson, Rebecca A. Heugh, Amy J. Brandt, Donna A. Chen, Stavros G. Karakalos, Mark D. Smith, Kelsey B. Hatzell, Perry J. Pellechia, Sophya Garashchuk, Natalia B. Shustova

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

We report the first examples of purely organic donor–acceptor materials with integrated π-bowls (πBs) that combine not only crystallinity and high surface areas but also exhibit tunable electronic properties, resulting in a four-orders-of-magnitude conductivity enhancement in comparison with the parent framework. In addition to the first report of alkyne–azide cycloaddition utilized for corannulene immobilization in the solid state, we also probed the charge transfer rate within the Marcus theory as a function of mutual πB orientation for the first time, as well as shed light on the density of states near the Fermi edge. These studies could foreshadow new avenues for πB utilization for the development of optoelectronic devices or a route for highly efficient porous electrodes.

Original languageEnglish (US)
Pages (from-to)11310-11315
Number of pages6
JournalAngewandte Chemie - International Edition
Volume57
Issue number35
DOIs
StatePublished - Aug 27 2018
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • conductivity
  • corannulene
  • covalent organic frameworks
  • photophysics
  • theoretical calculations

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