2023
DOI: 10.1039/d2sc04722e
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On-surface synthesis of non-benzenoid conjugated polymers by selective atomic rearrangement of ethynylarenes

Abstract: Here we set a new on-surface synthetic strategy to precisely introduce five-membered units in conjugated polymers from specifically designed precursor molecules that give rise to low-bandgap fulvalene-bridged bisanthene polymers. The...

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Cited by 5 publications
(3 citation statements)
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“…adatoms may steer on-surface reactions. 28, [37][38][39] These ndings strongly suggest a deviation from the conventional nucleophilic attack of the terminal alkyne, 41,42 indicating an alternative mechanism on the surface. Furthermore, the two-dimensional constraint imposed by the surface impacts the behavior of individual gold adatoms and reactants, respectively, con ning their movement.…”
Section: Resultsmentioning
confidence: 99%
“…adatoms may steer on-surface reactions. 28, [37][38][39] These ndings strongly suggest a deviation from the conventional nucleophilic attack of the terminal alkyne, 41,42 indicating an alternative mechanism on the surface. Furthermore, the two-dimensional constraint imposed by the surface impacts the behavior of individual gold adatoms and reactants, respectively, con ning their movement.…”
Section: Resultsmentioning
confidence: 99%
“…On-surface coupling reactions of alkyne substrates have included Glaser ,, and Sonogashira reactions, ,, dehalogenative or desilylative homocoupling of halo- or silylalkynes, , decarboxylative coupling of alkynyl carboxylic acids, as well as various terminal alkyne coupling reactions generating enediynes or enetriynes, , a [4]­radialene via [1 + 1 + 1 + 1] coupling, or benzofulvenes via [2 + 2 + 1] coupling. , …”
Section: Introductionmentioning
confidence: 99%
“…[ 1 ] In particular, quasi‐one‐dimensional graphene nanoribbons (GNRs), i.e., nanoscale strips of graphene, and more generally π‐conjugated ladder polymers (CLPs), consisting of two or more interconnected polymer strands, have attracted increasing attention. [ 2 ] Compared to extensively investigated GNRs consisting only of benzene rings, “defective” GNRs or CLPs containing nonhexagonal rings, e.g., pentagonal and heptagonal rings, [ 3 ] offer a larger structural diversity and exhibit highly intriguing properties, such as narrower energy gaps, [ 3c,4 ] higher charge‐carrier mobility, [ 5 ] intrinsic dipolar moments, [ 3b ] and open‐shell characters. [ 6 ] Such nonbenzenoid structures are, however, underexplored.…”
Section: Introductionmentioning
confidence: 99%