Nickel catalyzed stereoselective C-C coupling reactions: design, evaluation of ligands, and synthetic applications

• Grant number: 18/08627-6
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• Start date: August 01, 2018
• End date: July 31, 2021
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Carlos Roque Duarte Correia
• Grantee: Carson Wanderley Wiethan
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Associated research grant: 14/25770-6 - New frontiers in cross-coupling reactions promoted by palladium: combining enantioselective catalysis, C-H activations, new materials and in flux reactions aiming at high efficiency and sustainability in synthetic processes, AP.TEM

Abstract

Many of the catalytic process currently employed by the industrial sector makes use of rare and expensive metals. However, the replacement of these elements by base metals, such as Fe, Cu Ni, etc, might not be something trivial. In this regard, this research project aims the development of new catalytic systems based on nickel complexes for application in aza- and oxa-Heck-Matsuda couplings, as well as in intermolecular desymmetrization of carbonyl compounds through asymmetric ±-arylation reactions. To this, will be evaluated the synthesis of new N, N and phosphine based ligands, were will be studied the stereoelectronic influences of different groups on the catalytic activity of the metal. After, will be performed the synthesis and the characterization of pre-catalysts based in Ã-aril nickel complexes derived from the ligands synthetized, as well as evaluating synthetic methodologies to improve the performance of the catalyst systems developed in the proposed transformations. (AU)

Scientific publications

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

SCARPA DE SOUZA, EDSON LEONARDO; WIETHAN, CARSON; DUARTE CORREIA, CARLOS ROQUE. Iron-Catalyzed Meerwein Carbooxygenation of Electron-Rich Olefins: Studies with Styrenes, Vinyl Pyrrolidinone, and Vinyl Oxazolidinone. ACS OMEGA, v. 4, n. 20, p. 18918-18929, NOV 12 2019. (18/08627-6, 13/07600-3, 14/25770-6)

WIETHAN, CARSON; BRAGA, INGREDY B.; MENEZES DA SILVA, VITOR H.; BATISTA JR, JOAO M.; CORREIA, CARLOS ROQUE D.. Enantioselective Synthesis of Isoindolones via Palladium - Catalyzed Intramolecular Heck-Mizoroki Reactions of Endocyclic Enamides Using N,N-Ligands. CHEMCATCHEM, v. N/A, p. 7-pg., 2023-05-31. (13/07600-3, 19/22319-5, 17/18207-1, 18/08627-6, 14/25770-6)