L-(+)-tryptophan methyl ester derived polymeric microbeads as an efffiicient heterogeneous catalyst for green synthesis of 2-amino-4-(nitromethyl)-4h-chromene-3-carbonitriles

Poslu, Ayse HaliçKaya, YunusKoz, ÖmerKoz, Gamze2024-11-082024-11-082022-01-011300-0527https://doi.org/10.55730/1300-0527.3467https://hdl.handle.net/11452/47622The cross-linked microbeads with average diameter of 106-300 mu m, [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 Tr-Tr interactions as well as hydrogen bonding in the reaction mechanism.eninfo:eu-repo/semantics/openAccessMichael additionCyclizationSquaramideStackingPolymeric microbeadsL-(+)-tryptophan methyl esterNitromethane additionTr-tr interactionDft calculationScience & technologyPhysical sciencesTechnologyChemistry, multidisciplinaryEngineering, chemicalChemistryEngineeringL-(+)-tryptophan methyl ester derived polymeric microbeads as an efffiicient heterogeneous catalyst for green synthesis of 2-amino-4-(nitromethyl)-4h-chromene-3-carbonitrilesArticle0008763506000251642165046510.55730/1300-0527.3467