2024/11/28 by Philipp Ludwig, Paul Kilian, Patrick Mayerhofer +4 · 1 voice
Chemistry · Materials Science · Engineering · #Fullerene Chemistry and Applications #Carbon Nanotubes in Composites #Energetic Materials and Combustion
paper · pdf · doi:10.1002/hlca.202400161
openalex publication_date 2024/11/28 · openalex created_date 2025/10/10 · openalex updated_date 2026/05/21
Abstract The stabilization of pentacene through variation of substituents serves as a test bed to access stable organic semiconductors, transferable to the larger soluble acenes and azaacenes. Pentacene is stable enough for derivatization via wet‐chemistry but sufficiently labile to test its (induced) (photo)decomposition. In this article, we describe the synthesis of shielded pentacenes, either via covalent jacketing with ester macrocycles or via steric shielding with biphenylyl substituents, together with attempts to access a bis( ortho ‐quaterphenylyl) substituted Geländer pentacene. The photostability of the pentacenes is assessed under ambient conditions (air, light) to simulate handling under typical laboratory conditions and put into perspective with reference compounds, such as TIPS‐ethynylated, ether‐jacketed or our previously reported Geländer pentacenes.