The Purported Synthesis of "Holey Graphyne" Fails Replication

09 February 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A recent article by Ryu, Lee and coworkers claims synthesis of "holey graphyne," a strained sp2/sp1 carbon lattice featuring a repeating dibenzo-1,5-cyclooctadiene-3,7-diyne motif. Here, we describe the replication of the key experiments from this Article. We did not observe the formation of "holey graphyne" under the reported conditions. Furthermore, we show that the claimed copper-mediated sp2/sp1 cross-coupling chemistry fails even for undemanding model substrates.

Keywords

holey graphyne
Stevens-Castro
copper catalyzed cross-coupling
cyclooctadiyne
replication study

Supplementary materials

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Supplementary Information
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Materials and methods, synthetic procedures, NMR, Raman, and SEM data.
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