Issue 105, 2016, Issue in Progress
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RSC Advances

Degradation of the active species in the catalytic system Pd(OAc)2/NEt3†

Jesús Sanmartín-Matalobos, ORCID logo *a   Concepcion González-Bello,b   Lucía Briones-Miguéns,a   Matilde Fondoa  and  Ana M. García-Deibe ORCID logo a  

* Corresponding authors

a Departamento de Química Inorgánica, Facultad de Química, Universidad de Santiago de Compostela, Avda. de las ciencias s/n, 15782-Santiago de Compostela, Spain
E-mail: jesus.sanmartin@usc.es
Fax: +34 981 528073

b Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS), Departamento de Química Orgánica, Universidade de Santiago de Compostela, calle Jenaro de la Fuente s/n, 15782 Santiago de Compostela, Spain

Abstract

The degradation under ambient humidity and room temperature of Pd(OAc)2(NEt3), which is an efficient catalyst for the aerobic oxidation of alcohols, to diethylamine and acetaldehyde derivatives is disclosed. Evolved diethylamine reacted with Pd(OAc)2 to give Pd(OAc)2(HNEt2), which is in dynamic equilibrium with Pd(OAc)2(HNEt2)2. The evolved acetaldehyde generated during degradation process was trapped with a nucleophile to form 2-methyl-3-tosyl-1,2,3,4-tetrahydroquinazoline. NMR spectroscopy and single crystal X-ray diffraction studies have been used to characterize the reaction products of the reaction system.

Graphical abstract: Degradation of the active species in the catalytic system Pd(OAc)2/NEt3

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Article information

DOI
https://doi.org/10.1039/C6RA20886J
Article type
Paper
Submitted
19 Aug 2016
Accepted
22 Oct 2016
First published
25 Oct 2016

RSC Adv., 2016,6, 103088-103094

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Degradation of the active species in the catalytic system Pd(OAc)2/NEt3

J. Sanmartín-Matalobos, C. González-Bello, L. Briones-Miguéns, M. Fondo and A. M. García-Deibe, RSC Adv., 2016, 6, 103088 DOI: 10.1039/C6RA20886J

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