MONOPHOSPHORYLATION OF ETHYLENEDIAMINE WITH SYSTEMS GENERATING LOW-COORDINATION PHOSPHORYL SPECIES

Phenyldioxophosphorane tvas generated by thermal fragmentation of N-(1 -adamantyl)phenylphosphonamidic acid in ethylenediamine to give a 61% yield of N-(2-aminoethyl)phenylphosphonamidic acid. The zwitterionic s tructure repressed reaction of the other amino group. Neopentyl metaph osphate and ethyl metaphosphate weve generated in the presence of ethy lenediamine by heating appropriate derivatives of the 2,3-oxaphosphabi cyclo[2.2.2]octene system in toluene. Again, the metaphosphate phospho rylated only one amino group to give O-alkyl N-(2-aminoethyl)phosphora midic acids, in zwitterionic form. (C) 1996 John Wiley & Sons, Inc.