High basicity of phosphorus-proton affinity of tris-(tetramethylguanidinyl)phosphine and tris-(hexamethyltriaminophosphazenyl)phosphine by DFT calculations

Borislav Kovacević; Zvonimir B Maksić

doi:10.1039/b517349c

High basicity of phosphorus-proton affinity of tris-(tetramethylguanidinyl)phosphine and tris-(hexamethyltriaminophosphazenyl)phosphine by DFT calculations

Chem Commun (Camb). 2006 Apr 14:(14):1524-6. doi: 10.1039/b517349c. Epub 2006 Feb 24.

Authors

Borislav Kovacević¹, Zvonimir B Maksić

Affiliation

¹ Quantum Chemistry Group, Division of Organic Chemistry and Biochemistry, Ruder Bosković Institute, Bijenicka c. 54, 10000 Zagreb-HR, Croatia. boris@spider.irb.hr

PMID: 16575448
DOI: 10.1039/b517349c

Abstract

It is shown by approximate but reliable DFT calculations that the title compounds represent very strong superbases in gas phase and MeCN. In particular, tris-(hexamethyltriaminophosphazenyl)phosphine has a proton affinity, PA, of 295.5 kcal mol(-1) and records a pKa(MeCN) of 50 +/- 1 units.