Turkish Journal of Chemistry
Abstract
The cross-linked microbeads with average diameter of 106-300 μm, [poly(EGDMA-MATrp)], were obtained by copolymerization reaction of N-methacryloyl-L-(+)-tryptophan methyl ester (MATrp) with ethylene glycol dimethacrylate (EGDMA) and successfully applied as a heterogeneous catalyst in conjugate addition reaction of nitromethane to substituted 2-iminochromenes in aqueous media. A variety of 2-amino-4-(nitromethyl)-4H-chromene-3-carbonitriles has been synthesized in good yields. Polymeric microbeads were very durable and reused 5 times without a significant loss of activity. DFT calculations and experimental results revealed the significant role of π-π interactions as well as hydrogen bonding in the reaction mechanism.
DOI
10.55730/1300-0527.3467
Keywords
Polymeric microbeads, L-(+)-tryptophan methyl ester, nitromethane addition, π-π interaction, DFT calculation
First Page
1642
Last Page
1650
Recommended Citation
POSLU, A. H, OSMAN, B, KAYA, Y, KOZ, Ö, & KOZ, G (2022). L-(+)-Tryptophan methyl ester derived polymeric microbeads as an efficient heterogeneous catalyst for green synthesis of 2-amino-4-(nitromethyl)-4H-chromene-3- carbonitriles. Turkish Journal of Chemistry 46 (5): 1642-1650. https://doi.org/10.55730/1300-0527.3467
