A new mechanism for nucleophilic substitution at a thiophosphoryl centre revealed by the reaction of diisopropylamine with PSCl3.
The reaction of PSCl3 with Pr(i)2NH at 60 degrees C affords the disubstitution product (Pr(i)2N)2P(S)Cl without first forming the monosubstitution product Pr(i)2NP(S)Cl2; a P(III) compound (possibly PCl3) generated in situ seems to be a crucial intermediate.
Harger
Martin J P
MJ
Department of Chemistry, University of Leicester, Leicester, UK, LE1 7RH. mjph2@le.ac.uk
D002712:Chlorides / Q000737:chemistry*; D015394:Molecular Structure; D010713:Phosphatidylcholines / Q000737:chemistry*; D017553:Phosphorus Compounds / Q000737:chemistry*; D011437:Propylamines / Q000737:chemistry*
D002712:Chlorides; D010713:Phosphatidylcholines; D017553:Phosphorus Compounds; D011437:Propylamines; C033841:phosphatidylsulfocholine; C007442:diisopropylamine; C043261:thiophosphoryl chloride