1-(Imidazol-1-yl)-indolizines—two-step synthesis and optical properties
Rafał Matczak , Beata Koszarna , Daniel Gryko
AbstractA one-pot process leading to complex aromatic heterocyclic compounds has been designed. Kröhnke methodology has been used to synthesize indolizines bearing an aldimino-substituent at position 1. Further reaction of these compounds with 1,2-diketones and ammonium acetate led to tetra-substituted imidazoles in 5–28% overall yield. The resulting compounds display strong absorption of UV radiation and emission of a blue light accompanied with large Stokes shifts. Replacing the aryl substituents with thiophene at position 3 of the indolizine and position 2 of the imidazole produce a further red shift of the absorption (vs products with substituted benzene rings) as a result of a more planar conformation in the ground state.
|Journal series||Tetrahedron, ISSN 0040-4020, (A 30 pkt)|
|Publication size in sheets||0.5|
|Keywords in English||Indolizine; Fluorescence; Heterocycles; Imidazole; Dyes|
|Score|| = 30.0, 28-11-2017, ArticleFromJournal|
= 30.0, 28-11-2017, ArticleFromJournal
|Publication indicators||: 2014 = 2.641 (2) - 2014=2.675 (5)|
|Citation count*||2 (2016-05-09)|
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.