Highly Efficient Reagents for Br/Mg Exchange

The conversion of electron‐rich aryl bromides into the corresponding Grignard compounds proceeds within 2 h at 25 °C in the presence of 0.55 equivalents of the new reagent sBu2Mg⋅LiCl. The high reactivity of magnesiates is rationalized by quantum chemical model calculations, and selected examples il...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2005-12, Vol.45 (1), p.159-162
Main Authors: Krasovskiy, Arkady, Straub, Bernd F., Knochel, Paul
Format: Article
Language:English
Subjects:
bromine-magnesium exchange
density functional calculations
Grignard reaction
lithium
Schlenk equilibrium
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Summary:The conversion of electron‐rich aryl bromides into the corresponding Grignard compounds proceeds within 2 h at 25 °C in the presence of 0.55 equivalents of the new reagent sBu2Mg⋅LiCl. The high reactivity of magnesiates is rationalized by quantum chemical model calculations, and selected examples illustrate the benefits of aryl magnesium compounds for organic syntheses.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200502220