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Macrocyclic polycther sulfide syntheses. The preparation of thia-crown-5, 6 and 7 compounds
Authors:J S Bradshaw  J Y Hui  Y Chan  B L Haymore  R M Izatt  J J Christensen
Abstract:Macroeyclic polyether sulfides have been prepared by reacting an oligoethylene glycol dichloride with a dimercaptan or sodium sulfide as reported in a previous paper (6). The following new compounds were prepared: 1,4,7-trithia(15-crown-5) (1); 1,4,10-trithia(15-crown-5) (II): 1,4,7,10-tetrathia(15-crown-5) (III); I-thia(18-crown-6) (IV); 1,4-dithia(18-crown-6) (V); 1,7-dithia(18-crown-6) (VI); 1,4,7-trithia(18-crown-6) (VII); 1,7-dithia(21-crown-7) (VIII); and 1,4,7-trithia(21-crown-7) (IX). The melting points of these and previously reported thia-crown compounds correlate with their structures. X-ray analyses of two thia-crown compounds indicate that the large sulfur atoms are directed away from the center of the ring.
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