Synthesis and characterization of pyridine-functionalized cyclic triimidazoles
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LUCENTI, Elena, CARIATI, Elena, FORNI, Alessandra, BOTTA, C., CARLUCCI, L., GIANNIN, C., MARINOTTO, D.. Synthesis and characterization of pyridine-functionalized cyclic triimidazoles. In: Materials Science and Condensed Matter Physics, Ed. 9, 25-28 septembrie 2018, Chișinău. Chișinău, Republica Moldova: Institutul de Fizică Aplicată, 2018, Ediția 9, p. 132.
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Materials Science and Condensed Matter Physics
Ediția 9, 2018
Conferința "International Conference on Materials Science and Condensed Matter Physics"
9, Chișinău, Moldova, 25-28 septembrie 2018

Synthesis and characterization of pyridine-functionalized cyclic triimidazoles

CZU: 547.82

Pag. 132-132

Lucenti Elena12, Cariati Elena32, Forni Alessandra12, Botta C.42, Carlucci L.32, Giannin C.32, Marinotto D.12
 
1 ISTM-CNR, Istituto di Scienze e Tecnologie Molecolari,
2 INSTM-UdR Milano,
3 University of Milan,
4 ISMAC-CNR, Istituto per lo Studio delle Macromolecole
 
 
Disponibil în IBN: 4 februarie 2019


Rezumat

The recent discover of the multifaceted emissive features of triimidazo[1,2-a:1',2'-c:1'',2''-e][1,3,5]triazine (cyclic triimidazole) which displays crystallization-induced and mechanochromic emission, together with room temperature ultralong phosphorescence (RTUP) under ambient conditions has highlighted the potentiality of this simple organic molecule [1]. In view of possible applications in Organic Light Emitting Diodes or in fields such as sensing or bioimaging [2], the cyclic scaffold has been functionalized by introduction of the pyridine moiety, a versatile ligand with peculiar properties which opens up also to the fields of pharmaceuticals, catalysis, material science and supramolecular chemistry [3].  Starting from 3-bromotriimidazo[1,2-a:1',2'-c:1'',2''-e][1,3,5]triazine (1), the cyclic triimidazole derivative (2) functionalized with 2-pyridine has been successfully obtained by Stille coupling, while (3), bearing a 4-pyridine substituent, was prepared in high yields by Suzuki–Miyaura reaction. Powder of 2 displays room temperature phosphorescence, for compound 3 phosphorescence was observed only at 77K. The complete spectroscopical characterization together with a structural investigation to elucidate the structure/properties relationships will be here presented.  

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