Title of article
Microwave-promoted Suzuki–Miyaura cross-coupling of aryl halides with phenylboronic acid under aerobic conditions catalyzed by a new palladium complex with a thiosemicarbazone ligand
Author/Authors
Kostas، نويسنده , , Ioannis D. and Heropoulos، نويسنده , , Georgios A. and Kovala-Demertzi، نويسنده , , Dimitra and Yadav، نويسنده , , Paras N. and Jasinski، نويسنده , , Jerry P. and Demertzis، نويسنده , , Mavroudis A. and Andreadaki، نويسنده , , Fotini J. and Vo-Thanh، نويسنده , , Giang and Petit، نويسنده , , Alain and Loupy، نويسنده , , André، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2006
Pages
5
From page
4403
To page
4407
Abstract
A new air- and moisture-stable palladium complex with salicylaldehyde N(4)-hexamethyleneiminylthiosemicarbazone has been synthesized. According to its crystal structure, the metal is bonded to 2 equiv monoanionic thiosemicarbazone moieties in a N,S-bidentate fashion, forming two five-membered chelate rings, while additional intramolecular bonds stabilize the structure. In contrast to other palladium complexes with thiosemicarbazones, this complex was inactive towards the Suzuki–Miyaura coupling under aerobic conditions, by conventional heating. On the other hand, microwave irradiation promoted the effective catalytic activity of the complex for the coupling of aryl bromides and chlorides with phenylboronic acid in DMF/H2O, under aerobic conditions, with turnover numbers of up to 37,000.
Keywords
Thiosemicarbazone , Suzuki–Miyaura cross-coupling , microwave , C–C bond formation , Homogeneous catalysis , Phosphine-free ligand
Journal title
Tetrahedron Letters
Serial Year
2006
Journal title
Tetrahedron Letters
Record number
1850815
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