Pyrene-Based Diarynes as Precursors for Twisted Fused Polycyclic Aromatic Hydrocarbons: A Comparison of Two Routes

Autor: Sven M. Elbert, Kevin Baumgärtner, Joshua A. Esteves, Laura Weber, Frank Rominger, Michael Mastalerz
Jazyk: angličtina
Rok vydání: 2020
Předmět:
Zdroj: Organic Materials, Vol 02, Iss 04, Pp 358-361 (2020)
Druh dokumentu: article
ISSN: 2625-1825
DOI: 10.1055/s-0040-1721851
Popis: Abstract Two bench-stable and readily accessible pyrene-based diaryne precursors based on triflate as well as TMS triflate motifs are introduced and compared in their [4+2]-Diels–Alder reactions with tetracyclone to give an oligophenyl-substituted dibenzo[e,l]pyrene in both cases. By single-crystal X-ray analysis, this twistacene showed helical chirality and an end-to-end contortion of 49.6° due to steric repulsion.
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