214078-94-1Relevant articles and documents
New synthesis of trans-disubstituted cyclam macrocycles - Elucidation of the disubstitution mechanism on the basis of x-ray data and molecular modeling
Royal, Guy,Dahaoui-Gindrey, Valérie,Dahaoui, Slimane,Tabard, Alain,Guilard, Roger,Pullumbi, Pluton,Lecomte, Claude
, p. 1971 - 1975 (1998)
A new way to synthesize trans-disubstituted cyclam tetraazamacrocycles 1 is reported. The synthesis proceeds in three steps via the tricyclic 1,4,8,11-tetraazatricyclo-[9.3.1.14,8]hexadecane system 2, which can be selectively dialkylated and hydrolyzed under basic conditions to give the final product 1. An understanding of the reactivity, based on the X-ray experimental electrostatic potential and molecular modeling of the 1,4,8,11-tetraazatricyclo-[9.3.1.14,8]hexadecane macrotricycle, has permitted the elucidation of a new reaction pathway leading to the trans-disubstituted cyclam.