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Home   •   Spotlight  •  rlist3q05j  •  Most Requested Journal Articles 3Q05-Chemistry and Related Science (9)
Most Requested Journal Articles 3Q05-Chemistry and Related Science
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Following is one of the journal articles most requested by researchers using CAS electronic products.



CAS indexed 144 chemical substances from this document.
CAS subject entries for this document include: Acid halides; Aromatic hydrocarbons, preparation; Aromatic compounds; and 8 additional concepts.

CAPLUS COPYRIGHT 2005 ACS on STN

TITLE: Selective Iron-Catalyzed Cross-Coupling Reactions of Grignard Reagents with Enol Triflates, Acid Chlorides, and Dichloroarenes
AUTHOR(S): Scheiper, Bodo; Bonnekessel, Melanie; Krause, Helga; Fuerstner, Alois
CORPORATE SOURCE: Max-Planck-Institut fuer Kohlenforschung, Muelheim/Ruhr, D-45470, Germany
SOURCE: Journal of Organic Chemistry (2004), 69(11), 3943-3949 CODEN: JOCEAH; ISSN: 0022-3263
PUBLISHER: American Chemical Society
LANGUAGE: English
ABSTRACT:
Cheap, readily available, air stable, nontoxic, and environmentally benign iron salts such as Fe(acac)3 are excellent precatalysts for the cross-coupling of Grignard reagents with alkenyl triflates and acid chlorides. Moreover, it is shown that dichloroarene and -heteroarene derivs. as the substrates can be selectively monoalkylated by this method. All cross-coupling reactions proceed very rapidly under notably mild conditions and turned out to be compatible with a variety of functional groups in both reaction partners. A detailed anal. of the preparative results suggests that iron-catalyzed C-C bond formations can occur via different pathways. Thus, it is likely that reactions of methylmagnesium halides involve iron-ate complexes as the active components, whereas reactions of Grignard reagents with two or more carbon atoms are effected by highly reduced iron-clusters of the formal compn. [Fe(MgX)2]n generated in situ. Control expts. using the ate-complex [Me4Fe]Li2 [i.e., dilithium tetramethylferrate(2-) dietherate] corroborate this interpretation.

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Updated 5/10/2007 9:23:20 AM
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