January 24, 2025
Abdolkarim Zare

Abdolkarim Zare

Academic Rank: Professor
Address: Department of Chemistry, Faculty of Nano and Bio Science and Technology
Degree: Ph.D in Organic chemistry
Phone: 07731222717
Faculty: Faculty of Nano and Biotechnology

Research

Title N,N,N′,N′-Tetramethylethylene-diaminium-N,N′-disulfonic acid trifluoroacetate and pyridinium-N-sulfonic acid hydrogen sulfate as highly effective dual-functional catalysts for the preparation of N,N′-alkylidene bisamides
Type Article
Keywords
Brønsted-acidic ionic liquid; N,N,N′,N′-tetramethylethylene-diaminium-N,N′-disulfonic acid trifluoroacetate ([TMEDSA][TFA]2); N,N′-alkylidene bisamide; pyridinium-N-sulfonic acid hydrogen sulfate ([Py-SO3H][HSO4]); solvent-free
Journal ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES
DOI 10.1515/znb-2019-0064
Researchers Zahra Kordrostami (First researcher) , Abdolkarim Zare (Second researcher) , Mostafa Karami (Third researcher)

Abstract

In this research, Brønsted-acidic ionic liquids N,N,N′,N′-tetramethylethylene-diaminium-N,N′-disulfonic acid trifluoroacetate ([TMEDSA][TFA]2) and pyridinium-N-sulfonic acid hydrogen sulfate ([Py-SO3H][HSO4]) have been introduced as dual-functional catalysts for the green, simple and effective preparation of N,N′-alkylidene bisamides by the reaction of primary amides (2 eq.) with arylaldehydes (1 eq.) under solvent-free conditions. The reaction results and conditions of the catalysts have been compared with the previously reported ones. [TMEDSA][TFA]2 and [Py-SO3H][HSO4] were superior to the previously reported catalysts in terms of two or more of these factors: reaction times (10–45 min), yields (86–98%), temperature and the reaction conditions. Additionally, a plausible and attractive mechanism based on dual functionality of the catalysts has been proposed.