Abstract
One-step construction of the amino-substituted squaraine dye backbone was discovered unexpectedly in an amidation reaction. Under the catalysis of Mukaiyama's reagent, (4-dimethylamino)phenylacetic acid and bulky secondary amine 2,2,6,6-tetramethylpiperidine give the reduced form of aminosquaraine instead of amide as the major product. The reduced form of aminosquaraine can be oxidized to a dark-colored conjugated aminosquaraine within seconds. The method provides a novel and facile way to functionalize the four-membered core of squaraine dye.
Original language | English (US) |
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Pages (from-to) | 264-267 |
Number of pages | 4 |
Journal | Dyes and Pigments |
Volume | 131 |
DOIs | |
State | Published - Aug 1 2016 |
Keywords
- Amidation
- Aminosquaraine
- Dye functionalization
- One-step
- Oxidation
- Squaraine
ASJC Scopus subject areas
- Chemical Engineering(all)
- Process Chemistry and Technology