Palladium(II) complexes with a phosphino-oxime ligand: Synthesis, structure and applications to the catalytic rearrangement and dehydration of aldoximes

Catalysis Science and Technology

Volumn 5, Issue 7, 2015, Pages 3754-3761

  Menéndez Rodríguez, Lucía ^a   Tomás Mendivil, Eder ^a   Francos, Javier ^b   Nájera, Carmen ^c   Crochet, Pascale ^a   Cadierno, Victorio ^a  

^a UNIVERSITY OF OVIEDO   (Spain)

^b UNIVERSITY OF STRATHCLYDE   (United Kingdom)

^c UNIVERSITY OF ALICANTE   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CHELATION; CHLORINE COMPOUNDS; DEHYDRATION; DICHLOROMETHANE; LIGANDS; ORGANIC SOLVENTS; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION;

1 ,5-CYCLOOCTADIENE; CATALYTIC BEHAVIOUR; PALLADIUM COMPLEXES; PALLADIUM NANOPARTICLES; REARRANGEMENT PROCESS; ROOM TEMPERATURE; SELECTIVE FORMATION; X-RAY DIFFRACTION METHOD;

PALLADIUM COMPOUNDS;

EID: 84935005612     PISSN: 20444753     EISSN: 20444761     Source Type: Journal    
DOI: 10.1039/c5cy00413f     Document Type: Article

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67. (a) In the absence of reductant reagents, no fully convincing explanation for the formation of the Pd(0) nanoparticles during the rearrangement reactions performed in water can be given. However, we must note that the 31P{1H} NMR spectrum of the crude reaction mixture showed the presence of several singlet resonances in the range δP = 16.5-35.8 ppm, some of them attributable to the phosphino-oxides 2-Ph2P(O)C6H4CHNOH (δP = 29.9 ppm; literature data 29.7 ppm), 2-Ph2P(O)C6H4C(O)NH2 (δP = 34.8 ppm; literature data 34.4 ppm) and 2-Ph2P(O)C6H4CN (δP = 26.0 ppm; literature data 26.5 ppm). It may be that, after decoordination, the own phosphine acts as the reducing agent. Alternatively, a decomposition pathway involving the initial deprotonation of the oxime ligand could also be proposed:. (b) A diminution of the induction period was observed when complex 1 was preheated in water prior to the addition of (E)-benzaldoxime. Formation of a black solid suspension was observed; (c) to the best of our knowledge, involvement of Pd nanoparticles in the rearrangement reaction of aldoximes is unprecedented. See ref. 9.
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