Transformation of mononuclear aryl thiocarbamates to cyclic disulfides

Thermolysis of the melt of octakis( O -thiocarbamoyl)tetra( C -phenethyl)resorcinarene in a microwave reactor afforded a cavitand, the upper rim of which was formed due to the formation of disulfide bridges between the neighboring benzene rings of the resorcinarene framework. The reaction of 2,2’-bi...

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Bibliographic Details
Published in:Russian chemical bulletin 2016-07, Vol.65 (7), p.1779-1783
Main Authors: Serkova, O. S., Tarasenko, D. V., Vasyanina, L. K., Stash, A. I., Maslennikova, V. I.
Format: Article
Language:English
Subjects:
Benzene
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
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Inorganic Chemistry
Lithium aluminum hydrides
Naphthalene
Organic Chemistry
Single crystals
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Summary:Thermolysis of the melt of octakis( O -thiocarbamoyl)tetra( C -phenethyl)resorcinarene in a microwave reactor afforded a cavitand, the upper rim of which was formed due to the formation of disulfide bridges between the neighboring benzene rings of the resorcinarene framework. The reaction of 2,2’-bis(carbamoylthio)-1,1’-methylenedinaphthalene with LiAlH 4 gave a tricyclic derivative, in which the naphthalene rings were bound by methylene and disulfide bridges. The structure of 2,2’-dithiinedinaphthylmethane was confirmed by single crystal X-ray diffraction analysis of this compound.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-016-1510-0