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Conformational polymorphism and thermorearrangement of 2,2′-bis-O-(N,N-dimethylthiocarbamato)-1,1′-binaphthalene. A facile synthesis of 1,1′-binaphthalene-2,2′-dithiol.

✍ Scribed by Upul K. Bandarage; Jim Simpson; Robin A.J. Smith; Rex T. Weavers

Publisher: Elsevier Science
Year: 1994
Tongue: French
Weight: 781 KB
Volume: 50
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)87026-5

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✦ Synopsis

The title compound was found to exhibit confortnaGona1 polymorphism which greatly injluenced the eficiency of the thermorearrangement to 2,2'-bis-S-(N,N-dbnethylthiocarbamato)-lJ'-bi~hthalene. Recognition of this phenomenon has allowed a reproducible synthesis of I,l'-bbtaphthalene-2.2'-dithiol.

Successful thermal rearrangements of 2-naphthyl" and 2'-methoxy-2-( 1,l '-binaphthalene)'4 N,Ndimethylthiocarbamates have been achieved. These results indicated that the naphthalene moiety itself seemed

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