Novel 1,2,3-Triazole-Bisphenol-Based Macrocycle Synthesized Through Click Chemistry

Khan B., Nadeem S., Shah M. R., Yousuf S., HODA N.

LETTERS IN ORGANIC CHEMISTRY, cilt.10, sa.10, ss.752-757, 2013 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 10 Sayı: 10
  • Basım Tarihi: 2013
  • Doi Numarası: 10.2174/15701786113109990040
  • Dergi Adı: LETTERS IN ORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.752-757
  • Anahtar Kelimeler: Bisphenol, click chemistry, 1,3-dipolar cycloadditions, macrocycles, 1,2,3-triazole, SHAPE-PERSISTENT MACROCYCLE, RECOGNITION, BINOL
  • Akdeniz Üniversitesi Adresli: Evet

Özet

A flexible macrocycle 7 based on 1,2,3-triazole and biphenol was synthesized through click chemistry and it contained propyl group. Click chemistry was used to get macrocycle 7 by reacting diazide 4 and diyne 6 in the presence of ascorbic acid. EI-MS of macrocycle 7 showed molecular ion peak at 614.3 while ESI-MS showed 615.25 [M+H](+). H-1 NMR of 7 showed the proton of propyl -CH2- at 2.26, 3.81 and 4.56 ppm while a singlet was observed at 5.26 ppm which belonged to methylene protons located between triazole ring and phenol. The aromatic proton at triazole ring was observed at 8.17 ppm while the protons of biphenyl were observed between 6.42 and 7.50 ppm. Crystallographic data of 3 were submitted to CCDC library (893412).