Caesium carbonate as a highly efficient catalyst for the synthesis of macrocyclic diamides

Journal Title: Iranian Chemical Communication - Year 2014, Vol 2, Issue 3

Abstract

In this research work, we report the synthesis of macrocyclic diamides from the reaction of diesters and aliphatic diamines in the presence of caesium carbonate. It has been demonstrated that among the carbonate of alkali metals (Li2CO3, Na2CO3, K2CO3 and CS2CO3), CS2CO3 appear to be the best catalyst for macrocyclization. Diesters with different substitution patterns on the aromatic ring reacted smoothly with diamines under optimal conditions, affording the corresponding macrocycles in high yields. Introducing a rigid group (e.g., sulfone) on the substrate led to somewhat decreased yield. Various substrates proved to be suitable for this macrocyclization reaction, especially, the flexible ones.

Authors and Affiliations

Esmael Rostami, Maryam Bagherzadeh, Akram Khodadadi, Ay Soda Ghobadpoor, Fatemeh Dehghani, Zahra Heidari, Mahmood Feraidooni

Keywords

Related Articles

ZrOCl2.8H2O@nano SiO2: a green and recyclable catalyst for the synthesis of benzimidazoles

ZrOCl2.8H2O@nano SiO2 has been synthesized for the first time via a simple procedure and characterized by SEM (scanning electron microscopy), FT-IR, and EDX (energy-dispersive X-ray) techniques. The efficiency of the pre...

Sliding Wear Behaviour of Walnut Shell Powder Filled Vinyl Ester/ WSP Green Composites

Polyvinyl ester green composites were synthesized with walnut shell powder (WSP) by in-situ polymerization technique. The green composites have been evaluated for mechanical properties such as tensile strength, tensile m...

Potassium carbonate: a highly efficient catalyst for the acylation of alcohols, phenols and thiols under mild conditions

A general, mild and efficient protocol has been developed for the synthesis of esters and thioesters. The process has been taking place using tetra n-butylammonium iodide (TBAI) as a phase-transfer catalyst and in the pr...

Preparation of sterically congested 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane, aromatic acids, cyclopentanone and primary amines

Reactions of N-isocyaniminotriphenylphosphorane with cyclopentanone have been studied in the presence of aromatic carboxylic acids and primary amines, proceeds smoothly at room temperature under neutral conditions to aff...

A cheap and an efficient electrode for electrocatalytic oxidation of methanol with nickel particles dispersed into sodium dodecyl sulfate modified carbon paste electrode

A sodium dodecyl sulfate modified carbon paste electrode (SDS/CPE) was developed in this work based on the surface modification method. The modified electrode was prepared by immersing SDS/CPE in a nickel nitrate solutio...

Download PDF file
  • EP ID EP258500
  • DOI -
  • Views 116
  • Downloads 0

How To Cite

Esmael Rostami, Maryam Bagherzadeh, Akram Khodadadi, Ay Soda Ghobadpoor, Fatemeh Dehghani, Zahra Heidari, Mahmood Feraidooni (2014). Caesium carbonate as a highly efficient catalyst for the synthesis of macrocyclic diamides. Iranian Chemical Communication, 2(3), 187-195. https://europub.co.uk/articles/-A-258500