Synthesis of Polyazamacrocycles Comprising 6,6’-Diamino-2,2’-bipyridine Moieties via Pd-Catalyzed Amination
Autor: | Birin, Kirill, Gorbunova, Yulia, Tsivadze, Aslan Yu., Bessmertnykh-Lemeune, Alla, P. Beletskaya, Irina, D. Averin, Alexei, N. Uglov, Alexei, K. Buryak, Alexei, G. Bessmertnykh, Alla, Guilard, Roger |
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Přispěvatelé: | A.N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences [Moscow] (RAS), Kurnakov Institute of General and Inorganic Chemistry, Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
Jazyk: | angličtina |
Rok vydání: | 2010 |
Předmět: |
Pharmacology
Reaction conditions 010405 organic chemistry Chemistry Organic Chemistry 010402 general chemistry 01 natural sciences 2 2'-Bipyridine 0104 chemical sciences Analytical Chemistry Catalysis chemistry.chemical_compound Bipyridine Polymer chemistry [CHIM]Chemical Sciences Amine gas treating Amination ComputingMilieux_MISCELLANEOUS |
Zdroj: | Heterocycles Heterocycles, The Japan Institute of Heterocyclic Chemistry, 2010, 80 (2), pp.957. ⟨10.3987/COM-09-S(S)68⟩ |
ISSN: | 0385-5414 1881-0942 |
DOI: | 10.3987/COM-09-S(S)68⟩ |
Popis: | Pd-catalyzed amination of 6,6'-dibromo-2,2'-bipyridine with a variety of di-, tri-, tetraamines and oxadiamines was carried out for the synthesis of a new class of polyazamacrocycles comprising a 6,6'-diamino-2,2'-bipyridine unit. The obtained results of the catalytic amination reaction were shown to be dramatically dependent on the nature of the amines, mainly on the length of the amine chain. The shortest propane-1,3-diamine and butane-1,4-diamine derivatives provided only cyclic dimers whereas the longest di- and trioxadiamines gave desired macrocycles in very good yields. The formation of cyclic oligomers was observed in all cases. Different reaction conditions leading to cyclic dimers were explored. |
Databáze: | OpenAIRE |
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