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exo-Diastereoisomer of 10-aryl-1,4,7-triazabicyclo[5.2.1]decane as intermediary in specific derivatisation of triazacyclononane

Abstract : Reaction of triazacyclononane (tacn) and aromatic aldehydes leads to aminal adducts, which exhibit only the exoconfiguration. In these aminal compounds, secondary amine function possesses a higher re-activity towards electrophilic reactants than the two nitrogen atoms linked to aminal carbon, giving riseto the specific derivatisation of tacn by different functionalised groups. Study of this behaviour also permits the access to a ditopic tacn-cyclam bicyclic polyamine.
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https://hal.univ-brest.fr/hal-01517797
Contributor : Véronique Patinec <>
Submitted on : Wednesday, May 3, 2017 - 4:20:09 PM
Last modification on : Thursday, November 29, 2018 - 4:09:11 PM

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Mélissa Roger, Véronique Patinec, Martine Bourgeois, Raphaël Tripier, Smail Triki, et al.. exo-Diastereoisomer of 10-aryl-1,4,7-triazabicyclo[5.2.1]decane as intermediary in specific derivatisation of triazacyclononane. Tetrahedron, Elsevier, 2012, 68 (27-28), pp.5637 - 5643. ⟨10.1016/j.tet.2012.04.057⟩. ⟨hal-01517797⟩

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