Mitsuhiro Asakura

Formation of 3-(m-chlorobenzoyloxy)-2-(phenylseleno)propan-1-ol and 2-(m-chlorobenzoyloxy)-3-(phenylseleno)propan-1-ol from a reaction of allyl phenyl selenide withm-chloroperoxybenzoic acid

Abstract Oxidation of allyl phenyl selenide withm-chloroperoxybenzoic acid unexpectedly afforded two compounds, the structures of which were determined as 3-(m-chlorobenzoyloxy)-2-(phenylseleno)propan-1-ol and 2-(m-chlorobenzoyloxy)-3-(phenylseleno)propan-1-ol. Structure determination of the products is described and the possible mechanisms are discussed.

Crystal structures of 2∶1 inclusion complexes of xylidine isomers with 1,1,6,6-tetraphenylhexa-2,4-diyne-1,6-diol: the importance of weak intermolecular interactions in crystal stability

Molecular structures of inclusion complexes of the title host with 2,5-, 2,6- and 3,4-xylidines were determined by X-ray analysis. In addition to the relatively strong hydrogen bonds, intermolecular C–H⋯π, N–H⋯π and π⋯π interactions were found in the structures. The importance of these weak interactions is discussed in relation to the stability of the inclusion complexes.

Reactivities of Stable Rotamers: XLIV. Ring-Opening Reactions of 1-(9-Fluorenyl)-2-(2-methyl-2-oxiranyl)naphthalene Rotamers With Acids and the Structure of Oxiranes

X-ray crystallography of the ap-form of the 1-(9-fluorenyl)-2-(2-methyl-2-oxiranyl)naphthalene has revealed that the carbon atom of the oxirane which is connected to the naphthyl group in this compound is almost planar. The specific structural features of the epoxy ring in this compound are caused by sterical effects and by the presence of a π-system in the immediate vicinity of the oxirane ring. Certain differences have been found also in reactivity of rotational isomers of 2-X-substituted 1-[1-(9-fluorenyl)-2-naphthyl]ethyl cations (X = O, S, Se). At X = O arose more deprotonation product from the α-position of the oxygen than in reactions of sulfur and selenium-containing analogs. Reactions of epoxides with zinc chloride almost exclusively gave the corresponding aldehydes.