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

Author(s): Burhan Khan, Said Nadeem, Muhammad R. Shah, Sammer Yousuf, Numan Hoda.

Journal Name: Letters in Organic Chemistry

Volume 10 , Issue 10 , 2013

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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]+. 1H 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 whi ch 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).

Keywords: Bisphenol, click chemistry, 1, 3-dipolar cycloadditions, macrocycles, 1, 2, 3-triazole.

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Article Details

VOLUME: 10
ISSUE: 10
Year: 2013
Page: [752 - 757]
Pages: 6
DOI: 10.2174/15701786113109990040
Price: $65

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