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.
Polymeric microbeads, L-(+)-tryptophan methyl ester, nitromethane addition, π-π interaction, DFT calculation
POSLU, AYŞE HALIÇ; OSMAN, BİLGEN; KAYA, YUNUS; KOZ, ÖMER; and KOZ, GAMZE
"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: Vol. 46:
5, Article 25.
Available at: https://journals.tubitak.gov.tr/chem/vol46/iss5/25