Selective Monophosphorylation of Aliphatic Diamines

This article describes an improved method to synthesize phosphoramidic acid aminoalkyl esters from diamines by the adaptation of industrial patents. Four mono-phosphorylated products having amino sites were obtained in good a yield. Such compounds have potential coordination properties with transition metals and also potential biological activity.

Keywords:

• Coordination chemistry
• ligands
• N-aminoalkyl phosphoramides
• phosphoramidic acid
• phosphorylation

Acknowledgments

We are thankful to the Conselho Nacional de Pesquisa e Desenvolvimento (CNPq, Brazil), Fundação de Amparo à Pesquisa do Estado do Rio de Janeiro (FAPERJ, Brazil) for financial support and to the Universidade Estadual de Campinas (UNICAMP, Brazil) and the Laboratorium für Anorganische Chemie II, Universität Bayreuth-Germany, for the mass spectra.

Notes

^a CH₂Cl₂ film/NaCl.

^b EI-70eV, direct injection.

^c CDCl₃/TMS or 85% H₃PO₄, 299.95 MHz (¹H), 75.42 MHz (¹³C), 121.42 MHz (³¹P).