The Open Organic Chemistry Journal
2008, 2 : 110-113Published online 2008 December 3. DOI: 10.2174/1874095200801020110
Publisher ID: TOOCJ-2-110
Solid State and Solution Structure of an Unusual Compound Containing a CS Ring
Grünaustraße 2, D-63457
Hanau, Germany; E-mail: heppoff@gmx.de, AQura GmbH, Rodenbacher
Chaussee 4, D-63457 Hanau, Germany; E-mail: peter.albers@aqura.de, ISIS
Facility, Rutherford Appleton Laboratory, Chilton, Didcot, Oxon.
ABSTRACT
The structure of the product of the Asinger reaction of acetophenone with n-butylamine and elemental sulfur is still under debate. Two products have been proposed: a hexathiocanthione containing a C2S6 ring with an exocyclic thione and a heptathiocane containing a CS7 ring. A single crystal X-ray study has shown that the heptathiocane structure is correct. 1H and 13C NMR investigations in solution confirm that the structure is maintained in solution and that there is no evidence for the imine tautomer.