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Construction of bis-, tris- and tetrahydrazones by addition of azoalkenes to amines and ammonia.

ABSTRACT: Exhaustive Michael-type alkylations of amines and ammonia with azoalkenes (generated from ?-halohydrazones) were demonstrated as an efficient approach to poly(hydrazonomethyl)amines - a novel class of polynitrogen ligands. An intramolecular cyclotrimerization of C=N bonds in tris(hydrazonomethyl)amine to the respective 1,4,6,10-tetraazaadamantane derivative was demonstrated.

SUBMITTER: Semakin AN

PROVIDER: S-EPMC5238579 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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Construction of bis-, tris- and tetrahydrazones by addition of azoalkenes to amines and ammonia.

Semakin Artem N AN Kokuev Aleksandr O AO Nelyubina Yulia V YV Sukhorukov Alexey Yu AY Zhmurov Petr A PA Ioffe Sema L SL Tartakovsky Vladimir A VA

Beilstein journal of organic chemistry 20161121

Exhaustive Michael-type alkylations of amines and ammonia with azoalkenes (generated from α-halohydrazones) were demonstrated as an efficient approach to poly(hydrazonomethyl)amines - a novel class of polynitrogen ligands. An intramolecular cyclotrimerization of C=N bonds in tris(hydrazonomethyl)amine to the respective 1,4,6,10-tetraazaadamantane derivative was demonstrated. ...[more]

PMID: 28144315

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