Preparation of thioxophosphine Sulfide with Intramolecular Participation of Nitrogen Lone Pair in Stabilization

Article abstract of DOI:10.1246/bcsj.67.1503

The 4-t-butyl-2,6-bis(N,N-dimethylaminomethyl)phenyl group was utilized to prepare <4-t-butyl-2,6-bis(N,N-dimethylaminomethyl)phenyl>thioxophosphine sulfide.A 31P NMR chemical shift of the thioxophosphine sulfide shows a high field shift by 153 ppm compared with that of (2,4,6-tri-t-butylphenyl)thioxophosphine sulfide, suggesting a strong intramolecular participation with the lone-pair electrons of the nitrogen atom in stabilization of the -P(=S)2 group.