Synthesis of radiaannulene oligomers to model the elusive carbon allotrope 6,6,12-graphyne

Kilde MD, Murray AH, Andersen CL, Storm FE, Schmidt K, Kadziola A, Mikkelsen KV, Hampel F, Hammerich O, Tykwinski RR, Nielsen MB (2019)

Publication Type: Journal article

Publication year: 2019

Journal

Nature Communications Nature Publishing Group: Nature Communications

Book Volume: 10

Article Number: 3714

Journal Issue: 1

DOI: 10.1038/s41467-019-11700-0

Abstract

Graphyne allotropes of carbon are fascinating materials, and their electronic properties are predicted to rival those of the “wonder material” graphene. One allotrope of graphyne, having rectangular symmetry rather than hexagonal, stands out as particularly attractive, namely 6,6,12-graphyne. It is currently an insurmountable challenge, however, to design and execute a synthesis of this material. Herein, we present synthesis and electronic properties of molecules that serve as model compounds. These oligomers, so-called radiaannulenes, are prepared by iterative acetylenic coupling reactions. Systematic optical and redox studies indicate the effective conjugation length of the radiaannulene oligomers is nearly met by the length of the trimer. The HOMO-LUMO gap suggested by the series of oligomers is still, however, higher than that expected for 6,6,12-graphyne from theory, which predicts two nonequivalent distorted Dirac cones (no band gap). Thus, the radiaannulene oligomers present a suitable length in one dimension of a sheet, but should be expanded in the second dimension to provide a unique representation of 6,6,12-graphyne.

Authors with CRIS profile

Katrin Schmidt Lehrstuhl für Organische Chemie I Frank Hampel Lehrstuhl für Organische Chemie I

Involved external institutions

University of Copenhagen DK Denmark (DK) University of Alberta CA Canada (CA)

How to cite

APA:

Kilde, M.D., Murray, A.H., Andersen, C.L., Storm, F.E., Schmidt, K., Kadziola, A.,... Nielsen, M.B. (2019). Synthesis of radiaannulene oligomers to model the elusive carbon allotrope 6,6,12-graphyne. Nature Communications, 10(1). https://dx.doi.org/10.1038/s41467-019-11700-0

MLA:

Kilde, Martin Drøhse, et al. "Synthesis of radiaannulene oligomers to model the elusive carbon allotrope 6,6,12-graphyne." Nature Communications 10.1 (2019).

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