Clathrate Compound Formed by Utilizing Acetylenic Diol as a Host Molecule and Its Structural Study

Abstract

We found that 1, 1, 4, 4-tetraphenyl-2-butyne-1, 4-diol and 1, 1, 6, 6-tetraphenyl-2, 4 hexadiyne-1, 6-dial[2] include various kinds of guest molecule such as aromatic hydrocarbon, halogeno compound, ketone, aldehyde, carboxylic acid, ether, amine, amide, sulfoxide, and alkaloid, and form stable clathrate compounds. In most cases, [1] and [2] form 1: 1 and 1: 2 complex with guest molecule, respectively. In order to know the structure of the clathrate compound, X-ray structural analysis of acetone complex [1] and [2] was carried out. It was found that guest molecule is included in a definite ratio in the channel which is formed by arranging host molecule regularly. It was also disclosed that hydrogen bond between hydroxyl group of acetylenic alcohol and guest molecule plays an important role to include the guest molecule in the channel.