Sulfinylamine

Sulfinylamines (formerly N-sulfinyl amines) are organosulfur compounds with the formula RNSO where R = an organic substituent.

[2] According to X-ray crystallography, sulfinylamines have planar C-N=S=O cores with syn geometry.

[3] Sulfinylamines can be made when thionyl chloride SOCl2 reacts with a primary amine.

[4] Indeed, the parent thionylamide, HNSO, can be made that way at low temperature.

[5] A frustrated Lewis pair, such as tris(tert-butyl) phosphine and tris(pentafluorophenyl)borane, can attach to the NSO chain to yield a R'3P=N+(R)SOB−R"3 compound.