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The second step of the halogen/metal exchange reaction
Reinhard W Hoffmann1, Mark Brönstrup, Michael Müller
1Fachbereich Chemie der Philipps-Universität Marburg, D-35032 Marburg, Germany. rwho@chemie.uni-marburg.de
Organic Letters
|January 31, 2003
Abstract:
[reaction: see text] The conversion of the iodine ate-complex 5 to the Grignard reagent 6 follows a rate law first order in 5 and in magnesium ions. In addition to this normal pathway of the halogen-metal exchange process, the conversion of 5 to 6 is catalyzed by a number of diverse "electrophiles". This points to a SET-initiated radical chain process as a second pathway for the conversion of the iodine ate-complex 5 to the Grignard reagent 6.