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Design, synthesis and spectroscopic properties of crown ether-capped dibenzotetraaza[14]annulenes

The first crown ether-capped dibenzotetraaza[14]annulenes (DBTAAs), featuring two macrocyclic binding sites fixed in a face-to-face orientation, were synthesized in satisfactory 26–28% isolated yields. Direct N-alkylation of 1,4,10-trioxa-7,13-diazacyclopentadecane by symmetric DBTAA derivatives bea...

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Detalles Bibliográficos
Autores principales: Zwoliński, Krzysztof Miroslaw, Eilmes, Julita
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6423591/
https://www.ncbi.nlm.nih.gov/pubmed/30931003
http://dx.doi.org/10.3762/bjoc.15.57
Descripción
Sumario:The first crown ether-capped dibenzotetraaza[14]annulenes (DBTAAs), featuring two macrocyclic binding sites fixed in a face-to-face orientation, were synthesized in satisfactory 26–28% isolated yields. Direct N-alkylation of 1,4,10-trioxa-7,13-diazacyclopentadecane by symmetric DBTAA derivatives bearing bromoalkoxy pendants proceed smoothly at a reasonable level of dilution (1.25 mM). The structures were fully characterized by HR-ESIMS, FTIR-ATR, (1)H and (13)C NMR spectroscopy and elemental analysis.