A straightforward catalytic approach to obtain deuterated chloroform at room temperature

Autor(es)

Higuera-Padilla, Angel Ruben ^[1] ; Kock, Flavio Vinicius Crizostomo ^{[2, 3]} ; Batista, Alzir Azevedo ^[2] ; Colnago, Luiz Alberto ^[1]

Afiliação do(s) autor(es)

^[1] Embrapa Instrumentat, Rua 15 Novembro 1452, BR-13560970 Sao Carlos, SP - Brazil

^[2] Univ Fed Sao Carlos, Sao Carlos - Brazil

^[3] Sao Carlos Inst Chem, Sao Carlos - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Magnetic Resonance in Chemistry; v. 58, n. 10 JUL 2020.
• Citações Web of Science: 0

Resumo

We report the catalytic activity for the complexes-cis-{[}RuCl2(dppb)(bipy)] (A), and {[}eta(6)-(p-cymene)Ru (dppb)Cl]PF6(B), wherein dppb = 1,4-bis(diphenylphosphine)butane, and bipy = 2,2 `-bipyridine-for the synthesis of CDCl(3)from CHCl(3)using D2O as deuterium source. H/D exchange reactions were performed using a chloroform/D2O, 1:2 molar ratio, vigorously stirred, at room temperature. One mole of KOH was dissolved in D2O fraction and catalytic complexes from 0.002 to 0.05 mmol were dissolved in chloroform. The H/D exchange reactions were monitored using(13)C nuclear magnetic resonance sequences without proton decoupling. The reaction using 0.01 mmol of compound A reached approximately 55% of H/D conversion in 1 h. In the same time, the reactions with 0.002 mmol of compound A and without catalyst show approximately 28% and 3% H/D exchange, respectively. Without the catalysts, the H/D exchange was only 12.0% in 5 h. For compound B, 55% H/D conversion was observed in 1 h, only when 0.05 mmol was used, which is much higher catalyst concentration. After the isolation of the chloroform fraction and two more addition of D2O, it was possible to obtain 95.0% H/D exchange in approximately 3 h, using 0.01 mmol of the compound A. Therefore, compound A is an efficient catalyst for a rapid and straightforward synthesis of CDCl(3)from CHCl(3)at room temperature and using D2O as deuterium source. (AU)

• Processo FAPESP: 12/23169-8 - Estudo in situ da ação do biopolímero quitosana na descontaminação de metais e herbicidas em sistemas aquosos por eletroquímica acoplada com RMN de alto e baixo campo
• Beneficiário: Flavio Vinicius Crizostomo Kock
• Modalidade de apoio: Bolsas no Brasil - Doutorado
• Processo FAPESP: 19/13656-8 - Desenvolvimento e aplicações da ressonância magnética nuclear em produtos e processos de interesse agropecuário
• Beneficiário: Luiz Alberto Colnago
• Modalidade de apoio: Auxílio à Pesquisa - Regular
• Processo FAPESP: 17/02197-7 - Monitoramento das reações de síntese de compostos deuterados, com uso de catalisadores metálicos, por RMN
• Beneficiário: Angel Rubén Higuera Padilla
• Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado
• Processo FAPESP: 18/16040-5 - Controle Biorracional de Insetos Pragas
• Beneficiário: Flavio Vinicius Crizostomo Kock
• Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado