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Caesium carbonate as a highly efficient catalyst for the synthesis of macrocyclicdiamides

Publish Year: 1393
Type: Journal paper
Language: English
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Document National Code:

JR_ICC-2-3_005

Index date: 9 July 2015

Caesium carbonate as a highly efficient catalyst for the synthesis of macrocyclicdiamides abstract

In this research work, we report the synthesis of macrocyclicdiamides 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 appears to be the best catalyst for macrocyclization. Diesters with different substitution patterns on the aromaticring 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.

Caesium carbonate as a highly efficient catalyst for the synthesis of macrocyclicdiamides Keywords:

Macrocyclicdiamide , AzaOxaThia Crown , Synthesis , Macrocycle and Caesium carbonate (CS2CO3)

Caesium carbonate as a highly efficient catalyst for the synthesis of macrocyclicdiamides authors

Esmael Rostami

Department of Chemistry, Payame Noor University, P.O. BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

Maryam Bagherzadeh

Department of Chemistry, Payame Noor University, P.O. BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

Akram Khodadadi

Department of Chemistry, Payame Noor University, P.O. BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

Ay Soda Ghobadpoor

Department of Chemistry, Payame Noor University, P.O. BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran