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

KOZ, ÖMER; Kaya, Yunus; Osman, Bilgen; HALIÇ, AYSE; KOZ, GAMZE

doi:10.55730/1300-0527.3467

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

AYSE HALIÇ, (Bursa Teknik Üniversitesi, Mühendislik ve Doğa Bilimleri Fakültesi, Kimya Bölümü, Bursa, Türkiye)

Bilgen OSMAN, (Bursa Uludağ Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Bursa, Türkiye)

Yunus KAYA, (Bursa Teknik Üniversitesi, Mühendislik ve Doğa Bilimleri Fakültesi, Kimya Bölümü, Bursa, Türkiye)

Ömer KOZ, (Bursa Teknik Üniversitesi, Mühendislik ve Doğa Bilimleri Fakültesi, Kimya Bölümü, Bursa, Türkiye)

Gamze KOZ (Bursa Teknik Üniversitesi, Mühendislik ve Doğa Bilimleri Fakültesi, Kimya Bölümü, Bursa, Türkiye)

Turkish Journal of Chemistry

2 0

Yıl: 2022 Cilt: 46 Sayı: 5 Sayfa Aralığı: 1642 - 1650 Metin Dili: İngilizce DOI: 10.55730/1300-0527.3467 İndeks Tarihi: 07-12-2022

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

Öz:

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.

Anahtar Kelime: Polymeric microbeads L-(+)-tryptophan methyl ester nitromethane addition π-π interaction DFT calculation

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık

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APA	HALIÇ A, 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. , 1642 - 1650. 10.55730/1300-0527.3467
Chicago	HALIÇ AYSE,Osman Bilgen,Kaya Yunus,KOZ ÖMER,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. (2022): 1642 - 1650. 10.55730/1300-0527.3467
MLA	HALIÇ AYSE,Osman Bilgen,Kaya Yunus,KOZ ÖMER,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. , 2022, ss.1642 - 1650. 10.55730/1300-0527.3467
AMA	HALIÇ A,Osman B,Kaya Y,KOZ Ö,KOZ G L-(+)-Tryptophan methyl ester derived polymeric microbeads as an efficient heterogeneous catalyst for green synthesis of 2-amino-4-(nitromethyl)-4H-chromene-3- carbonitriles. . 2022; 1642 - 1650. 10.55730/1300-0527.3467
Vancouver	HALIÇ A,Osman B,Kaya Y,KOZ Ö,KOZ G L-(+)-Tryptophan methyl ester derived polymeric microbeads as an efficient heterogeneous catalyst for green synthesis of 2-amino-4-(nitromethyl)-4H-chromene-3- carbonitriles. . 2022; 1642 - 1650. 10.55730/1300-0527.3467
IEEE	HALIÇ A,Osman B,Kaya Y,KOZ Ö,KOZ G "L-(+)-Tryptophan methyl ester derived polymeric microbeads as an efficient heterogeneous catalyst for green synthesis of 2-amino-4-(nitromethyl)-4H-chromene-3- carbonitriles." , ss.1642 - 1650, 2022. 10.55730/1300-0527.3467
ISNAD	HALIÇ, AYSE vd. "L-(+)-Tryptophan methyl ester derived polymeric microbeads as an efficient heterogeneous catalyst for green synthesis of 2-amino-4-(nitromethyl)-4H-chromene-3- carbonitriles". (2022), 1642-1650. https://doi.org/10.55730/1300-0527.3467

APA	HALIÇ A, 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. 10.55730/1300-0527.3467
Chicago	HALIÇ AYSE,Osman Bilgen,Kaya Yunus,KOZ ÖMER,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 46, no.5 (2022): 1642 - 1650. 10.55730/1300-0527.3467
MLA	HALIÇ AYSE,Osman Bilgen,Kaya Yunus,KOZ ÖMER,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, no.5, 2022, ss.1642 - 1650. 10.55730/1300-0527.3467
AMA	HALIÇ A,Osman B,Kaya Y,KOZ Ö,KOZ G 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. 2022; 46(5): 1642 - 1650. 10.55730/1300-0527.3467
Vancouver	HALIÇ A,Osman B,Kaya Y,KOZ Ö,KOZ G 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. 2022; 46(5): 1642 - 1650. 10.55730/1300-0527.3467
IEEE	HALIÇ A,Osman B,Kaya Y,KOZ Ö,KOZ G "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, ss.1642 - 1650, 2022. 10.55730/1300-0527.3467
ISNAD	HALIÇ, AYSE vd. "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 (2022), 1642-1650. https://doi.org/10.55730/1300-0527.3467