The synthesis and properties of ferroceno[1′,2′;1″,2″]bis(1,3-dithiol-2-thione and -2-one) derivatives |
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Authors: | Masaru Sato Yuta Miyagawa Yuko Shigetoh |
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Affiliation: | Department of Chemistry, Faculty of Science, Saitama University, Saitama 338-8570, Japan |
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Abstract: | The t-butyl and bis(t-butyl) derivatives of hexathia[3.3]ferrocenophane were prepared from the corresponding trithia[3]ferrocenophanes. The former was a mixture of chair-chair and chair-boat isomers, and the latter existed only chair-boat isomer. The hexathia[3.3]ferrocenophanes were led to the tetrathiols with LiAlH4, which allowed to react with 1,1′-thiocarbonyldiimidazol to give the corresponding ferroceno[1′,2′;1″,2″]bis(1,3-dithiol-2-thione) derivatives. Mono t-butyl and unsubstituted analogs were prepared in a similar manner. The X-ray structural determination showed that these derivatives adopted the conformation in which the 1,3-dithiol-2-thione rings were heaped on top of each other. In the crystal of ferroceno[1′,2′;1″,2″]bis(1,3-dithiol-2-thione), the molecules packed so as to put the axis of molecule in order and to overlap one another above and below. The desulfurizative coupling of the ferroceno[1′,2′;1″,2″]bis(1,3-dithiol-2-thione) derivatives was unsuccessful. |
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