Thiepine

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Thiepine

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In organic chemistry, thiepine (or thiepin) is an unsaturated seven-membered heterocyclic compound, with six carbon atoms and one sulfur atom. The parent compound, C₆H₆S is unstable and is predicted to be antiaromatic. Bulky derivatives have been isolated and shown by X-ray crystallography to have nonplanar C₆S ring.

Computational studies suggest that thiepine would eliminate a sulfur atom to form benzene. The intermediate is this process is the bicycle thianorcaradiene. In the complex with (η⁴-C₆H₆S)Fe(CO)₃, the ring is stable.

Benzothiepines have one fused benzene group and dibenzothiepines such as dosulepin and zotepine have two fused benzene groups. Damotepine is another thiepin derivative.

File:Zotepine structure.png

The chemical structure of the dibenzothiepine zotepine.

See also

• Thiazepines
• 2,3-Dihydrothiepine
• 2,7-Dihydrothiepine

External links

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