Reaction monitoring of deuterated compounds synthesis, with use of metal catalysts, by NMR

• Grant number: 17/02197-7
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• Start date: June 01, 2017
• End date: May 31, 2019
• Field of knowledge: Engineering - Chemical Engineering - Chemical Technology
• Agreement: Coordination of Improvement of Higher Education Personnel (CAPES)
• Principal Investigator: Luiz Alberto Colnago
• Grantee: Angel Rubén Higuera Padilla
• Host Institution: Embrapa Instrumentação Agropecuária. Empresa Brasileira de Pesquisa Agropecuária (EMBRAPA). Ministério da Agricultura, Pecuária e Abastecimento (Brasil). São Carlos , SP, Brazil

Abstract

Deuterated compounds got a countless of industrial and businesses applications. The principal application of deuterated compounds is as solvents, largely used in Nuclear Magnetic Resonance (NMR) to minimize interferences from signals of solvent and also for the lock and shimming system of spectrometer. Due to the high isotopic enrichment, normally more than 99% of deuterated solvents are very expensive in comparison to the same common solvent, not enrichment. The scientific literatures of methodologies for deuteration of solvents are from more than 50 years ago. That is due to the fact of the currently used methods are well-kept secrets by the manufacturing industries. There are patents for the preparation of some deuterated solvents, but they describe complex processes and the use of high temperatures. As was observed recently in NMR studies in situ of exchange hydrogen reactions, catalyzed by metal complexes (unpublished results), some metal complexes have capacity of hydrogen exchange for deuterium, at low temperature and atmospheric pressure. Thus, the following research project pretends to realize a detailed study of the H/D exchange reaction catalyzed by metal complexes, for the synthesis of deuterated solvents and other deuterated compounds for scientific and technological interest. For the H/D exchange will be used deuterated water (D2O), because it is the solvent with the lowest cost for mass of deuterium. Moreover, will be studied the possible mechanism of action of the catalyst, monitoring the reaction by high field NMR. With that, possible structural and electronic modifications in the complexes will be proposed, with the aim to improve their catalytic functions. (AU)

Scientific publications

(4)

(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)

HIGUERA-PADILLA, ANGEL RUBEN; BATISTA, ALZIR AZEVEDO; COLINA-VEGAS, LEGNA; VILLARREAL, WILMER; COLNAGO, LUIZ ALBERTO. Synthesis of the [(eta(6)-p-cymene)Ru(dppb)Cl]PF6 complex and catalytic activity in the transfer hydrogenation of ketones. Journal of Coordination Chemistry, v. 70, n. 20, p. 3541-3551, 2017. (17/02197-7)

HIGUERA-PADILLA, ANGEL RUBEN; KOCK, FLAVIO VINICIUS CRIZOSTOMO; BATISTA, ALZIR AZEVEDO; COLNAGO, LUIZ ALBERTO. A straightforward catalytic approach to obtain deuterated chloroform at room temperature. Magnetic Resonance in Chemistry, v. 58, n. 10, JUL 2020. (12/23169-8, 19/13656-8, 17/02197-7, 18/16040-5)

GARCIA, RODRIGO H. S.; FILGUEIRAS, JEFFERSON G.; DEAZEVEDO, EDUARDO R.; COLNAGO, LUIZ ALBERTO. Power-optimized, time-reversal pulse sequence for a robust recovery of signals from rigid segments using time domain NMR. SOLID STATE NUCLEAR MAGNETIC RESONANCE, v. 104, DEC 2019. (17/02197-7, 17/24465-3)

CRIZOSTOMO KOCK, FLAVIO VINICIUS; HIGUERA-PADILLA, ANGEL RUBEN; SANTOS VIGATTO, MAIARA DA SILVA; MARTIN NETO, LADISLAU; COLNAGO, LUIZ ALBERTO. Magnetic resonance studies of copper (II) sorbitol complex, in solution, reveal a supramolecular structure compatible to the crystal structure. Magnetic Resonance in Chemistry, v. 57, n. 7, p. 404-411, JUL 2019. (12/23169-8, 14/22126-9, 17/02197-7, 18/16040-5)