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ISSN 1998-9539

Chiral Cryptands Possessing Tetraazamacrocyclic and BINAM Moieties: Synthesis and Evaluation as Fluorescent Detectors

Olga K. Grigorova,a Alexei D. Averin,a,b@ Olga A. Maloshitskaya,a Franck Denat,c and Irina P. Beletskayaa,b

aM.V. Lomonosov Moscow State University, Department of Chemistry, 119991 Moscow, Russia

bA.N. Frumkin Institute of Physical Chemistry and Electrochemistry RAS, 119991 Moscow, Russia

cInstitut de Chimie Moléculaire de l’Université de Bourgogne, Université de Bourgogne Franche-Comté, UMR CRNS n° 6302, BP 47870, Dijon 21078 CEDEX, France

@Corresponding author E-mail: alexaveron@yandex.ru

 

Pd(0)-Сatalyzed amination of N,N’-di(bromobenzyl) substituted tetraazamacrocycles (cyclen, cyclam) with (S)-2,2’-diamino-1,1’-binaphthalene (BINAM) was employed for the synthesis of a novel type of chiral cryptands. Better yields were obtained for cyclen derivatives. The compounds were modified with dansyl groups to enhance their fluorescent properties. Cryptands theirselves and their dansyl derivatives were evaluated for sensing enantiomers of 7 amino alcohols and 21 metal cations.

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