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Synthesis of new tetraethyl(N-alkyl-1-aminoethan-1,1-diyl)bisphosphona-tes and ESR analysis of chemical exchange of derived nitroxides of acyclic aminobisphosphonates

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Olive, Gilles Rockenbauer, Antal Rozanska, Xavier Jacques, Alain [UCL] Peeters, Daniel [UCL] German, Anton

The synthesis and the full characterization of two new linear bisphosphonates ( tetraethyl(N-tert-butyl-1-aminoethan-1,1-diyl) bisphosphonate and tetraethyl(Nsecbutyl-1-aminoethan-1,1-diyl) bisphosphonate), and the first analysis of the ESR spectra of the corresponding nitroxides is reported. The preliminary results of theoretical calculations on model compounds suggest a small B-0 (in the McConnell equation). The results of bisphosphonate ester and bisphosphonic acid are similar. The discrepancies of P coupling for the diphosphorus compound stems from B-2 that is different when the dihedral angle is larger than 90 degrees.

Document type Article de périodique (Journal article)
Publication date 2007
Language Anglais
Journal information "Phosphorus, Sulfur and Silicon and the Related Elements" - Vol. 182, no. 10, p. 2359-2369 (2007)
Peer reviewed yes
Publisher Taylor & Francis Ltd (Abingdon)
issn 1042-6507
e-issn 1563-5325
Publication status Publié
Affiliation UCL - SC/CHIM - Département de chimie
Keywords bisphosphonates ; CISM ; CECI
Links
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Bibliographic reference Olive, Gilles ; Rockenbauer, Antal ; Rozanska, Xavier ; Jacques, Alain ; Peeters, Daniel ; et. al. Synthesis of new tetraethyl(N-alkyl-1-aminoethan-1,1-diyl)bisphosphona-tes and ESR analysis of chemical exchange of derived nitroxides of acyclic aminobisphosphonates. In: Phosphorus, Sulfur and Silicon and the Related Elements, Vol. 182, no. 10, p. 2359-2369 (2007)
Permanent URL http://hdl.handle.net/2078.1/37926