Jump to main content
Jump to site search

Issue 114, 2015
Previous Article Next Article

Copper(I) catalyzed Sonogashira reactions promoted by monobenzyl nicotinium chloride, a N-donor quaternary ammonium salt

Author affiliations

Abstract

A novel and effective catalytic system using monobenzylnicotinium chloride combined with copper(I) chloride was employed for the first time in Sonogashira cross-coupling reactions of phenylacetylene with various aryl halides. The goal was to use an efficient green media by using copper instead of palladium in metal-catalyzed coupling reactions. Monobenzyl nicotinium chloride, a quaternary ammonium salt containing a coordinating centre, plays an important role in this catalytic system and increases the efficiency of Cu(I) species during the reaction. A number of internal alkynes were produced in moderate to excellent yields in short reaction times in DMF at 135–140 °C. The efficiency of this catalytic system was compared with the copper-based catalyst obtained from dibenzylnicotinium chloride which has no N-donor active site, wherein lower activity was observed due to lack of a coordination site.

Graphical abstract: Copper(i) catalyzed Sonogashira reactions promoted by monobenzyl nicotinium chloride, a N-donor quaternary ammonium salt

Back to tab navigation

Supplementary files

Publication details

The article was received on 16 Sep 2015, accepted on 27 Oct 2015 and first published on 27 Oct 2015


Article type: Paper
DOI: 10.1039/C5RA19028B
Author version available: Download Author version (PDF)
Citation: RSC Adv., 2015,5, 94369-94374
  •   Request permissions

    Copper(I) catalyzed Sonogashira reactions promoted by monobenzyl nicotinium chloride, a N-donor quaternary ammonium salt

    A. R. Hajipour, E. Boostani and F. Mohammadsaleh, RSC Adv., 2015, 5, 94369
    DOI: 10.1039/C5RA19028B

Search articles by author

Spotlight

Advertisements