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C-N-Palladacyclic-Catalyzed Heck Reaction in EGME/Water: Rate and Regioselectivity Controlled by the Solvents Ratio

DEL ZOTTO, Alessandro
•
IOGNA PRAT F
•
BARATTA, Walter
altro
RIGO, Pierluigi
2009
  • journal article

Periodico
INORGANICA CHIMICA ACTA
Abstract
Novel as well as known C, N-palladacyclic neutral complexes were tested as precatalyst in the Heck reaction between bromobenzene and styrene under aerobic conditions. The catalytic system Pd(II) complex/K(2)CO(3)/EGME-H(2)O (EGME = ethylene glycol monomethyl ether) showed to be highly efficient. Best performances of the catalysts were achieved by controlling the amount of water: generally a H(2)O content within the 25-50% v/v range resulted in the highest conversion of the substrates into trans-stilbene. As a matter of fact, bromobenzene and styrene can be converted quantitatively using only 0.01 mol% of precatalyst with very high regioselectivity for the trans product and with a TOF of 10000 h (1). In the absence of water, all complexes were less efficient and differences in their activity were found, while such a differentiation disappeared when water was added.
DOI
10.1016/j.ica.2008.03.017
WOS
WOS:000261274400014
Archivio
http://hdl.handle.net/11390/881654
info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-56949087915
Diritti
closed access
Web of Science© citazioni
10
Data di acquisizione
Feb 25, 2024
Visualizzazioni
8
Data di acquisizione
Apr 19, 2024
Vedi dettagli
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