A Novel Method for the Synthesis of Newfangled Asymmetric Schiff Bases from -amino Acids under Ultrasonic Conditions and in Aqueous Medium

ŞENDİL K., Tekin T., GÖKSU H., Oguz M., ANIL B., GÜLTEKİN M. S.

JOURNAL OF THE CHINESE CHEMICAL SOCIETY, cilt.63, sa.9, ss.808-817, 2016 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 63 Sayı: 9
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1002/jccs.201600094
  • Dergi Adı: JOURNAL OF THE CHINESE CHEMICAL SOCIETY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.808-817
  • Anahtar Kelimeler: Chirality, Amino acids, Schiff bases, Aldehydes, BETA-LACTAMS, IMINES, DERIVATIVES, COMPLEXES, CATALYSTS, ANTIBACTERIAL, ANTIFUNGAL, AGENTS, WATER
  • Atatürk Üniversitesi Adresli: Evet

Özet

Chiral Schiff bases were obtained at high yields via a novel technique. Aryl aldehydes and chiral -amino acids were treated (1) in the presence of H3PO4 in ethanol at 80 degrees C for 24 h, and (2) in the presence of K2CO3 under ultrasonic conditions in an aqueous ethanol medium within 5 min with yields reaching up to 96%. The results showed that the presented methodology under ultrasonic conditions was effective, practical, and eco-friendly compared to that using an acidic medium. The corresponding asymmetric Schiff bases were synthesized for the first time, and were characterized by H-1 and C-13 nuclear magnetic resonance and infrared spectroscopy and high-resolution mass spectrometry.