Synthesis, characterization, and pharmacological studies of ferrocene-1H-1,2,3-triazole hybrids

Ashanul Haque, Ming Fa Hsieh, Syed Imran Hassan, Md Serajul Haque Faizi, Anannya Saha, Necmi Dege, Jahangir Ahmad Rather, Muhammad S. Khan

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

A series of ferrocene-1H-1,2,3-triazole hybrids namely 1-(4-nitrophenyl)-4-ferrocenyl-1H-1,2,3-triazole (1), 1-(4,4′-dinitro-2-biphenyl)-4-ferrocenyl-1H-1,2,3-triazole (2), 1-(3-chloro-4-fluorophenyl)-4-ferrocenyl-1H-1,2,3-triazole (3), 1-(4-bromophenyl)-4-ferrocenyl-1H-1,2,3-triazole (4) and 1-(2-nitrophenyl)-4-ferrocenyl-1H-1,2,3-triazole (5) were designed and synthesized by copper-catalyzed azide alkyne cycloaddition (CuAAC) reaction. All the new hybrids were characterized by microanalyses, NMR (1H and 13C), UV–vis, IR, ESI-MS and electrochemical techniques. Crystal structure of the compound (3) was solved by single crystal X-ray diffraction method. The structural (single crystal) and spectroscopic (UV–Vis. and IR) properties of the compound 3 have been analyzed and compared by complementary quantum modeling. Hybrids 1–5 exhibited low toxicity and demonstrated neuroprotective effect.

Original languageEnglish
Pages (from-to)536-545
Number of pages10
JournalJournal of Molecular Structure
Volume1146
DOIs
Publication statusPublished - Oct 15 2017

Fingerprint

Triazoles
Single crystals
Alkynes
Azides
Cycloaddition
Neuroprotective Agents
Toxicity
ferrocene
Copper
Crystal structure
Nuclear magnetic resonance
X ray diffraction

Keywords

  • Anti-inflammatory
  • Click-chemistry
  • Copper catalyzed azide alkyne cycloaddition reaction
  • Ferrocene
  • Toxicity
  • Viability

ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Synthesis, characterization, and pharmacological studies of ferrocene-1H-1,2,3-triazole hybrids. / Haque, Ashanul; Hsieh, Ming Fa; Hassan, Syed Imran; Haque Faizi, Md Serajul; Saha, Anannya; Dege, Necmi; Rather, Jahangir Ahmad; Khan, Muhammad S.

In: Journal of Molecular Structure, Vol. 1146, 15.10.2017, p. 536-545.

Research output: Contribution to journalArticle

Haque, Ashanul ; Hsieh, Ming Fa ; Hassan, Syed Imran ; Haque Faizi, Md Serajul ; Saha, Anannya ; Dege, Necmi ; Rather, Jahangir Ahmad ; Khan, Muhammad S. / Synthesis, characterization, and pharmacological studies of ferrocene-1H-1,2,3-triazole hybrids. In: Journal of Molecular Structure. 2017 ; Vol. 1146. pp. 536-545.
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