Cryptands with 1,3,5-Tris(1′,3′-dioxan-2′-yl)-benzene Units: Synthesis and Structural Investigations

Abstract

Various cryptands based on 1,3-dioxane decorated 1,3,5-trisubstituted-benzene building blocks, connected by different chains (exhibiting ester, ether, or triazol groups) to several units with C3 symmetry, are reported. The structure of the compounds was investigated by single crystal X-ray diffraction, NMR, and MS. The role of the 1,3-dioxane units was targeted to ensure the preorganization of the substrate for the macrocyclization reactions on one side, and for easier NMR assignment of the structure of the cryptands on the other side.

Synthesis, Structure and Supramolecular Properties of a Novel C3 Cryptand with Pyridine Units in the Bridges

“…Many aromatic tripodand units were employed to access this type of cryptand. Thus, bicyclocyclophanes exhibiting 1,3,5-trisubstituted benzene [ 10 , 11 , 12 , 13 , 14 ], 2,4,6-trisubstituted-1,3,5-triazine [ 15 , 16 , 17 ], tertiary amines [ 18 , 19 ], or phosphines [ 20 , 21 ], as well as cyclotribenzylene [ 22 , 23 , 24 ] as central units, connected by various bridges, such as oligoethyleneoxide [ 25 , 26 ], di-yne [ 17 , 27 , 28 ], pyridine [ 29 , 30 , 31 ], or triazole [ 32 , 33 , 34 , 35 ], in agreement with the employed macrocyclization procedure, have been reported and showed good binding abilities for various guests.…”