Bicyclic Phenyl–Ethynyl Architectures: Synthesis of a 1,4‐Bis(phenylbuta‐1,3‐diyn‐1‐yl) Benzene Banister

The novel diacetylene bridged terphenylic macrocycle 1 is presented and discussed in the context of rotationally restricted Gelander oligomers. 1,4-bis(phenylbuta-1,3-diyn-1-yl) benzene bridge significantly longer than its terphenyl backbone, forcing to bend around central pylon. synthesis molecule based a large extent on acetylene scaffolding strategies, profiting from orthogonal alkyne protection groups close both macrocyclic subunits by oxidative coupling sequentially. spatial arrangement dynamic enantiomerization process bicyclic target structure are analyzed. In-depth NMR investigations not only reveal an unexpected with oligomer strands bent alongside but also display limited stability model compound presence molecular oxygen.