Adamantan als Baustein neuer Araliphane Synthese, Spektroskopie und Kristallstrukturen

Adamantane as a Building Block of New Araliphanes – Synthesis, Spectroscopy, and Crystal Structures Exchange of benzene units for aliphatic building blocks in cyclophanes leads to new molecules of the “araliphane” type. With adamantane the araliphanes 2 – 4 are synthesized. Their stereochemical behavior as shown by NMR studies and X-ray crystallographic analyses differs significantly from that of their aromatic counterparts. The signals of the intraannular adamantane hydrogens are strongly shifted upfield up to δ=– 2.18 (in 2). 4 is obtained as a racemic mixture of enantiomers (in the crystalline state) and shows a boat-like deformation of the benzene moiety.

The First Clamped and Strongly Deformed Adamantane

Das erste verklammerte und stark deformierte Adamantan