Twofold 6π-Electrocyclization as a Route Toward Multi-Heteroatom-Doped Nanographenes Built on a 1,4-Dihydropyrrolo[3,2-b]pyrrole Core.

ABSTRACT: Here we present a highly versatile synthetic strategy based on twofold 6π-electrocyclization accompanied with HBr elimination as a novel approach towards centrosymmetric multi-heteroatom-doped nanographenes build around an electron-rich 1,4-dihydropyrrolo[3,2-b]pyrrole core. A straightforward synthesis from readily available substrates offers a unique possibility of fusing the 1,4-dihydropyrrolo[3,2-b]pyrrole subunit not only with carbocyclic building blocks, such as electron-deficient phenanthrenes, chrysenes, or [4]helicenes, but also with heterocyclic systems, such as benzo[b]furan and 5-thiatruxene. The clear advantage of this strategy is that there is no requirement to assemble complex scaffolds possessing bromoaryl units since bromine atom is introduced by bromination of 1,4-dihydrop

SUBMITTER: Gorski K 

PROVIDER: S-EPMC11814502 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature