Substituent Effect on the Structure and Photophysical Properties of Phenylamino- and Pyridylamino-2,1,3-Benzothiadiazoles

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

4-Bromo-7-phenylamino-2,1,3-benzothiadiazole (1) and 4-bromo-7-(3-pyridylamino)-2,1,3-benzo thiadiazole (2) are synthesized. Their crystal structure and photophysical properties are studied in comparison with the known phenylamino- and pyridylamino-derivatives of 2,1,3-benzothiadiazole. It is found that the aryl substituent and noncovalent interactions affect the absorption band positions and emission in a solid and a solution. It is shown that under the mechanical action on polycrystalline samples of compounds 1 and 2 a hypsochromic shift of the emission band occurs, which indicates the weakening of noncovalent intermolecular interactions.

Original languageEnglish
Pages (from-to)1670-1680
Number of pages11
JournalJournal of Structural Chemistry
Volume60
Issue number10
DOIs
Publication statusPublished - 1 Oct 2019

Keywords

  • 2,1,3-benzothiadiazole
  • crystal structure
  • electronic absorption spectroscopy
  • noncovalent interactions
  • photoluminescence

Fingerprint

Dive into the research topics of 'Substituent Effect on the Structure and Photophysical Properties of Phenylamino- and Pyridylamino-2,1,3-Benzothiadiazoles'. Together they form a unique fingerprint.

Cite this