Artículo
Synthesis and characterization of enantiopure chiral NH2/SO palladium complexes
Autor/es | Moreno Rodríguez, Nazaret
Borrego Sánchez de la Cuesta, Lorenzo Gabriel Recio Jiménez, Rocío ![]() ![]() ![]() ![]() ![]() ![]() Valdivia Giménez, Victoria Esther ![]() ![]() ![]() ![]() ![]() ![]() ![]() Nicasio Jaramillo, María del Carmen ![]() ![]() ![]() ![]() ![]() ![]() ![]() Álvarez González, Eleuterio Khiar, Noureddine Fernández Fernández, Inmaculada ![]() ![]() ![]() ![]() ![]() ![]() ![]() |
Departamento | Universidad de Sevilla. Departamento de Química Orgánica y Farmacéutica Universidad de Sevilla. Departamento de Química Inorgánica |
Fecha de publicación | 2023 |
Fecha de depósito | 2023-09-13 |
Publicado en |
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Resumen | A series of enantiopure chiral NH2/SO palladium complexes have been synthesised with high yields by treating the corresponding tert-butylsulfinamide/sulfoxide derivatives with Pd(CH3CN)2Cl2. The enantiopure chiral ligands ... A series of enantiopure chiral NH2/SO palladium complexes have been synthesised with high yields by treating the corresponding tert-butylsulfinamide/sulfoxide derivatives with Pd(CH3CN)2Cl2. The enantiopure chiral ligands were prepared by stereoselective addition of tert-butyl or phenyl methylsulfinyl carbanions to different tert-butylsulfinylimines. In all cases, coordination occurs with concomitant desulfinylation. X-ray studies of the Pd complexes showed a higher trans influence of the phenylsulfinyl group in comparison to that of the tert-butylsulfinyl group. Furthermore, we have obtained and characterised two possible palladium amine/sulfonyl complexes, epimers at sulfur, resulting from N-desulfinylation and coordination of palladium with both oxygens of the prochiral sulfonyl group. The catalytic activity and enantioselectivity of the new Pd(ii) complexes of acetylated amine/tert-butyl- and phenylsulfoxides in the carboxylated cyclopropanes arylation reaction has been studied, obtaining the best results with the phenylsulfoxide ligand 25(SC,SS) that produced the final arylated product in a 93 :7 enantiomeric ratio. |
Agencias financiadoras | Ministerio de Ciencia, Innovación y Universidades (MICINN). España Junta de Andalucía |
Identificador del proyecto | PID2019- 104767RB-I00
![]() US-1381590 ![]() |
Cita | Moreno Rodríguez, N., Borrego Sánchez de la Cuesta, L.G., Recio Jiménez, R., Valdivia Giménez, V.E., Nicasio Jaramillo, M.d.C., Álvarez González, E.,...,Fernández Fernández, I. (2023). Synthesis and characterization of enantiopure chiral NH2/SO palladium complexes. Organic and Biomolecular Chemistry, 21 (28), 5827-5839. https://doi.org/10.1039/d3ob00816a. |
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Synthesis and characterization.pdf | 1.355Mb | ![]() | Ver/ | |