A series of compounds 1–5 featuring a structure composed of linear or trigonal ethynyl and aryl containing rigid construction elements with attached terminal adamantyl stoppers were synthesized to study their structures and enclathrating properties. While only the linear tetraethynylenic prototype molecule 1 exhibited versatile inclusion behavior, the compounds 2–5 were found to be inefficient. X-Ray crystal structures of the inclusion compounds between 1 and THF, cyclohexanol and aniline as well as of the unsolvated compounds 3, 4 and 5 are reported, throwing light on the respective modes of crystalline packing affected by molecular dimension and shape parameters.
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