125251-91-4Relevant articles and documents
Preparation of cage amine 1,3,6,8-tetraazatricyclo[4.3.1.1 3,8]undecane
Rivera, Augusto,Nú?ez, Martín E.,Morales-Ríos, Martha S.,Joseph-Nathan, Pedro
, p. 7563 - 7565 (2004)
Reaction between cage amine 1,3,6,8-tetraazatricyclo[4.4.1.1 3,8]dodecane (TATD) and ammonium fluoride affords 1,3,6,8-tetraazatricyclo[4.3.1.13,8]undecane, the missing link between 1,3,5,7-tetraazatricyclo[3.3.1.13,7]deca
An NMR study of sequential intermediates and collateral products in the conversion of 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane (TATD) to 1,3,6,8-tetraazatricyclo[4.3.1.13,8]undecane (TATU)
Rivera, Augusto,Nú?ez, Martín E.,Avella, Eliseo,Ríos-Motta, Jaime
, p. 2154 - 2158 (2008/09/20)
In situ 1H nuclear magnetic resonance spectroscopy was used to investigate the processes that occur during the synthesis of 1,3,6,8-tetraazatricyclo[4.3.1.13,8]undecane (TATU). NMR analysis showed a reaction mixture containing more than one compound. The production of these intermediates and collateral products was rationally supported by a careful 1H NMR monitoring study. We characterized 1,3,5-triazabicyclo[3.2.1]octane (TABO, 4) and 3-(2-aminoethyl)-1,3,5-triazabicyclo[3.2.1]octane (AETABO, 7) by 1H and 13C NMR in D2O solution inside the NMR sample tube, as an intermediate and collateral product of the reaction, respectively. Further, a reaction of 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane (TATD) with 15N-labeled ammonium chloride was carried out. The 15N NMR and GC-MS experiments indicated that 15N was incorporated into TATU, TABO, and urotropine.