Abstract
1,3-Diiminoisoindoline (DII) and the closely related molecule, iminoisoindolinone are important precursors in the synthesis of macrocycles and chelates such as phthalocyanines, and bis(arylimino)isoindolines, as well as chromophores including aza-BODIPY dyes. A series of seven ylideneisoindolinones are presented in this report. The reaction of various organic CH acids and iminoisoindolinone produce compounds that show strong → *transitions in the UV region. The chromophores have been characterized spectroscopically and the X-ray structures show electronic delocalization across the chromophore. Additionally, DFT and time-dependent DFT calculations confirm the lower energy absorbances are primarily HOMO-LUMO transitions.
Original language | English |
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Pages (from-to) | 1048-1054 |
Number of pages | 7 |
Journal | Journal of Porphyrins and Phthalocyanines |
Volume | 25 |
Issue number | 10 |
DOIs | |
State | Published - Oct 1 2021 |
Externally published | Yes |
Keywords
- DFT calculations
- X-ray crystallography
- chromophores
- iminoisoindolinone
- organic acids