Журнал "Макрогетероциклы"

^aResearch Institute of Macroheterocycles, Ivanovo State University of Chemistry and Technology, 153000 Ivanovo, Russia

^bN.I. Lobachevsky State University of Nizhni Novgorod, 603950 Nizhny Novgorod, Russia

^@Corresponding author E-mail: stuzhin@isuct.ru

 

DOI: 10.6060/mhc190970s

Macroheterocycles 2020 13(1) 19-22

 

Novel Se-containing heterocyclic subphthalocyanine analogue – (1,2,5-selenadiazolo)dibenzosubporphyrazinato­boron(III) chloride 3a was prepared by template cross-cyclomerization of 1,2,5-selenadiazolo-3,4-dicarbonitrile 1 and phthalonitrile 2a with BCl₃ in p-xylene. Similar reactions of 1 and tetrafluoro- or tetrachlorphthalonitriles (2b or 2c) afford octafluorinated and octachlorinated subporphyrazines 3b and 3c. The formation of 3a-c was established by MALDI-TOF mass-spectrometry and the structure of 3a was established by single crystal X-ray diffraction. Influence of halogenation on the spectral properties is discussed.