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Original Articles

Derivatives Of Npcl2 (Nsocl)2 And (Npcl2)2 Nsocl, Part Xxiv.1 Friedelcraftdreaction Of (Npcl2)2 Nsocl And Cis-Npcl2 (Nsocl)2 With A Series Of Monosubstituted Benzenes. The Structure Of Npcl2 Nso-O-C6 H4 Cinso-P-C6H4Cl

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Pages 285-292 | Received 29 Aug 1985, Published online: 14 Mar 2007
 

Abstract

Friedel-Crafts reactions of (NPCl2)2NSOCl with a series of monosubstituted benzenes C6H5R (R = Me. OMe. Et, Pr, Cl, Br and I) provide the sulfur substituted products (NPCl2)2NSOC6H4R in 40-90% yield. When R = Me or OMe, ortho- and para-isomen are formed. With the other benzenes, only the para substituted derivative is formed. From the reaction of cis-NPCl2 (NSOCl)2 with chlorohenzene, five of the six possible isomers of NPCl2(NSOC2H4Cl)2 have been isolated and characterized. Structure assignments are based on 31P and 1H NMR data and are confirmed by the X-ray structure data of the truns-orrho-para isomer.

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