Synthesis and reactions of a monosubstituted dithiirane 1-oxide, 3-(9-triptycyl)dithiirane 1-oxide |
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Authors: | Akihiko Ishii Tetsuhiko Kawai Mariko Noji Juzo Nakayama |
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Affiliation: | Department of Chemistry, Faculty of Science, Saitama University, Sakura-ku, Saitama 338-8570, Japan |
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Abstract: | A 3-monosubstituted dithiirane 1-oxide, 3-(9-triptycyl)dithiirane 1-oxide, was prepared for the first time, by the reaction of (9-triptycyl)diazomethane and S8O. The dithiirane 1-oxide was obtained as cis- and trans-isomers, and the structure of the trans-isomer was verified by X-ray crystallography. The cis-isomer isomerized gradually to the trans-isomer in solution. The divalent sulfur atom of the cis- and trans-dithiirane 1-oxides were removed on treatment with triphenylphosphine to give the corresponding Z- and E-sulfines, respectively. The reaction of the trans-dithiirane 1-oxide with (Ph3P)2Pt(C2H4) provided the (sulfenato-thiolato)PtII complex, and that with Lawesson's reagent yielded the 1,3,4,2-trithiaphospholane and 1,2,4,5,3-tetrathiaphosphorinane derivatives. |
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Keywords: | Dithiirane oxide Steric protection 9-Triptycyl Diazo compound Octasulfur monoxide |
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