Novel 1,2,3-Triazole-Bisphenol-Based Macrocycle Synthesized Through Click Chemistry
LETTERS IN ORGANIC CHEMISTRY, vol.10, no.10, pp.752-757, 2013 (SCI-Expanded)
- Publication Type: Article / Article
- Volume: 10 Issue: 10
- Publication Date: 2013
- Doi Number: 10.2174/15701786113109990040
- Journal Name: LETTERS IN ORGANIC CHEMISTRY
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Page Numbers: pp.752-757
- Keywords: Bisphenol, click chemistry, 1,3-dipolar cycloadditions, macrocycles, 1,2,3-triazole, SHAPE-PERSISTENT MACROCYCLE, RECOGNITION, BINOL
- Akdeniz University Affiliated: Yes
Abstract
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).