Solventless Amide Synthesis Catalyzed by Biogenic CaCO3Materials

Biogenic carbonates were studied as catalysts in this work for the direct synthesis of amides under solvent-free conditions. Solids were synthesized by microbial coprecipitation of CaCl2 and Ni salts and Cu and Fe salts. The catalysts were characterized by thermogravimetric analysis, nitrogen physisorption measurements, X-ray diffraction, and X-ray photoelectron spectroscopy. The polymorphism, hydrophilicity, and textural properties depended on the metal oxides type incorporated on CaCO3. N-Arylsuccinimides synthesis was employed as test reaction, obtaining remarkable selectivity and conversion in the reaction of succinic acid with p-toluidine and aniline, respectively. Optimized conditions were subsequently extended to the solvent-free synthesis of diverse amides in good yields using CuO-CaCO3 as the catalyst in air. The direct amidation protocol was amenable to the use of different primary amines and nonactivated carboxylic acids. © 2020 American Chemical Society.

Authors
Chaparro S.1 , Rojas H.A.1 , Castillo J.C.1, 2 , Portilla J.2 , Romanelli G.P.3 , Pineda A.4 , Elsharif A.M.5 , Martinez J.J.1 , Luque R. 4, 6
Publisher
American Chemical Society
Number of issue
35
Language
English
Pages
13139-13146
Status
Published
Volume
8
Year
2020
Organizations
  • 1 Escuela de Ciencias Química, Facultad de Ciencias, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja, 150003, Colombia
  • 2 Bioorganic Compounds Research Group, Department of Chemistry, Universidad de los Andes, Carrera 1 No., Bogotá, 18A-10, Colombia
  • 3 Centro de Investigación y Desarrollo en Ciencias Aplicadas Dr. J.J. Ronco (CINDECA), Departamento de Química, Facultad de Ciencias Exactas, UNLP-CCT-CONICET, Calle 47 No. 257La Plata B1900 AJK, Argentina
  • 4 Departamento de Química Orgánica, Grupo FQM-383, Universidad de Córdoba, Campus de Rabanales, Edificio Marie Curie (C-3), Córdoba, 14071, Spain
  • 5 Department of Chemistry, College of Science, Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam, 31441, Saudi Arabia
  • 6 Scientific Center for Molecular Design, Synthesis of Innovative Compounds for the Medical Industry, People's Friendship University of Russia, RUDN University, Moscow, Russian Federation
Keywords
Adsorption; Biogenic calcium carbonate; Calcite; Direct amidation; Metal oxides species CaCO3; Nonactivated carboxylic acids; Vaterite
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