Derivatives of cis-NPCl2(NSOCl)2 and (NPCl2)2NSOCl. Part XIV—synthesis and nuclear magnetic resonance study of dimethylamino derivatives of NPCl2(NSOPh)2 and (NPCl2)2NSOPh

✍ Scribed by B. de Ruiter; J. C. van de Grampel

• Publisher: John Wiley and Sons
• Year: 1981
• Tongue: English
• Weight: 434 KB
• Volume: 15
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.1270150206

✦ Synopsis

The compounds trans-NPCl,-.guMe,)n(NSOPh),(n = 0-2) and NzP,C~-,(NM&NSOPh(n = 0-4), were prepared from their chloro-precursors. The substitution follows a completely non-geminal pathway, and all possible isomers are formed. The observed relative abundance of these isomers shows that the phenyl group exhibits a strong directing effect on the incoming amine. The 'H, 31P and 13CNMR spectra of the most abundant isomers are reported. *J(CP) couplings within the PNMe, grouping are affected by the number of substituents at the phosphorus atom. Almost linear relationships exist between the degree of substitution and the chemical shift of C-1 and C-4 of the phenyl groups. The effect of substitution on the I3C chemical shifts of these groups is ascribed to inductive effects.

di-and tri-substituted derivatives were present (compounds 2a', 2b', 2 b and 2c', respectively).

Infrared and mass spectra of 2a-2d were consistent with the proposed formulae.