New Synthesis of trans??Disubstituted Cyclam Macrocycles–Elucidation of the Disubstitution Mechanism on the Basis of X??ray Data and Molecular Modeling

G Royal, V Dahaoui??Gindrey, S Dahaoui…

Index: Royal, Guy; Dahaoui-Gindrey, Valerie; Dahaoui, Slimane; Tabard, Alain; Guilard, Roger; Pullumbi, Pluton; Lecomte, Claude European Journal of Organic Chemistry, 1998 , # 9 p. 1971 - 1975

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Citation Number: 24

Abstract

Abstract 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. 1.1 4, 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- ...