Selective Nucleophilic Substitutions on Tetrazines, Zoltán Novák, Beatrix Bostai, Márton Csékei, Krisztián Lőrincz, András Kotschy, Heterocycles 2003, 60, 2653-2668. DOI: 10.3987/COM-03-9875 | [Full Text Link]

A series of tetrazine derivatives bearing a leaving group were reacted with different nucleophiles to undergo either the expected substitution reaction or an unexpected exchange of the other substituent of the tetrazine ring selectively. The influence of the choice of nucleophile as well as the substituents on the tetrazine was examined in detail and the interpretation of the results was also supported by quantum chemical calculations.