Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 737, Issue -, Pages 32-39Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2013.03.034
Keywords
Cross-coupling; Iron; N,O-ligands; Grignards
Categories
Funding
- Canada Foundation for Innovation (CFI), Newfoundland and Labrador Research Development Corporation (NL RDC)
- Natural Sciences and Engineering Research Council (NSERC) of Canada
- Memorial University of Newfoundland
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Reaction of benzylamino-N, N-bis(2-methylene-4,6-di-tert-amylphenol), H(2)L1, with anhydrous ferric chloride in the presence of a base yields FeCl(THF) L1 (1). In the solid state, complex 1 exists as a monomeric iron(III) species with a distorted trigonal bipyramidal geometry. Complex 1 is an air-stable, non-hygroscopic, single-component catalyst for C-C cross-coupling of aryl Grignard reagents with benzyl halides, including chlorides. Moderate to good yields of cross-coupled products can be obtained in diethyl ether at room temperature. Preliminary investigations include the screening of electron-donating and electron-withdrawing groups on both the benzylic substrate and the aryl Grignard reagent. (C) 2013 Elsevier B.V. All rights reserved.
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