A simple post-synthetic method for the preparation of 1,4,7-triazacyclononane-d(12) (90% atom D) is reported. The macrocycle is first converted into 1,4,7-trinitroso-1,4,7-triazacyclononane, whose solid-state and solution properties are herein described. In CD3OD/D2O solution, the trinitroso derivative undergoes fast base-catalyzed H,D exchange on the whole set of methylene hydrogens and can be subsequently denitrosated by reduction with Ni/Al alloy.
Post-synthetic Isotopic Labeling of an Azamacrocyclic Ligand / Pacchioni, Mirko; Bega, Andrea; FABRETTI COSTANTINO, Antonio; D., Rovai; Cornia, Andrea. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 43:5(2002), pp. 771-774. [10.1016/S0040-4039(01)02266-3]
Post-synthetic Isotopic Labeling of an Azamacrocyclic Ligand
PACCHIONI, mirko;BEGA, Andrea;FABRETTI COSTANTINO, Antonio;CORNIA, Andrea
2002
Abstract
A simple post-synthetic method for the preparation of 1,4,7-triazacyclononane-d(12) (90% atom D) is reported. The macrocycle is first converted into 1,4,7-trinitroso-1,4,7-triazacyclononane, whose solid-state and solution properties are herein described. In CD3OD/D2O solution, the trinitroso derivative undergoes fast base-catalyzed H,D exchange on the whole set of methylene hydrogens and can be subsequently denitrosated by reduction with Ni/Al alloy.
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