0000000000798023

AUTHOR

María De Lourdes Betancourt-mendiola

Structure and Conformational Studies of Aza-Crown 8-Amino-BODIPY Derivatives: Influence of Steric Hindrance on Their Photophysical Properties

Herein, we report the synthesis, X-ray crystal structure and photophysical studies of six new 8-amino-BODIPY derivatives containing crown or azo-crown ether moieties. The influence of steric hindrance, caused by the crown ether, on the planarity of the BODIPY core and its relationship with the fluorescent properties has been established. 1H NMR spectroscopic studies were undertaken to clarify the changes in fluorescence observed in the presence of ZnII.

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Concentration depending fluorescence of 8-(di-(2-picolyl)) aminoBODIPY in solution

[EN] An 8-dipicolylBODIPY derivative has been prepared and its photophysical properties evaluated under different conditions. Two different structures, hemicyanine and cyanine, are observed (depending on the solvent or the solution concentration). The hemicyanine form is not emissive whereas the cyanine form is fluorescent. This behavior is related with the planarity degree of the BODIPY core. The X-ray structure of the compound is reported and it shows that in solid state the hemicyanine form is present. The hemicyanine form seems to be stabilized by aggregation and is the main compound in concentrated solutions whereas the cyanine form is present in diluted solutions that are photochemica…

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CCDC 966420: Experimental Crystal Structure Determination

Related Article: María de Lourdes Betancourt-Mendiola, Eduardo Peña-Cabrera, Salvador Gil, Katherine Chulvi, Luis E. Ochando, Ana M. Costero|2014|Tetrahedron|70|3735|doi:10.1016/j.tet.2014.03.095

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