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The structure of substituted spirans derived from benzo-1,5-dithiepine and benzo-1,5-dioxepine systems. Ring-reversal isomers

✍ Scribed by Janusz Jamrozik; Grażyna Żak; Jacek Grochowski; Michał Markiewicz; Paweł Serda

Book ID: 103836382
Publisher: Elsevier Science
Year: 2004
Tongue: English
Weight: 288 KB
Volume: 687
Category: Article
ISSN: 0022-2860
DOI: 10.1016/j.molstruc.2003.09.011

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✦ Synopsis

Structural studies of newly synthesized substituted spirans, derived from methyl-and tert-butylbenzenes, containing either 1,5-dioxepine or 1,5-dithiepine system are reported. Crystal structures of two representative compounds were determined by X-ray diffraction. One of spirans containing 1,5-benzodithiepine appears in two isomeric forms equivalent by inversion of both spirorings. Energy calculations were carried out to find the preferred conformations. For spiran with sulfur atoms, the minimum-energy conformation is virtually identical with that in the solid state, whereas for the 1,5-dioxepine system they are different.

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