Chelation-Controlled Mizoroki-Heck Reactions

The Mizoroki-Heck Reaction Edited by Martin Oestreich 2009 John Wiley Sons, Ltd. ISBN 978-0-470-03394-4 

2 Overview of Chelation-Controlled Mizoroki-Heck Reactions 

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Figure 7.1 Hallberg s pioneering work on chelation-controlled Mizoroki-Heck reaction.

Figure 7.2 Representative substrates for chelation-controlled Mizoroki-Heck reactions.

As is obvious from the numerous examples in previous sections, the presence of coordinating functionalities in substrate structures greatly influences the outcome of Mizoroki-Heck reactions. In this last section, we will briefly mention other representative chelation-controlled systems. 

Recently, Yahiaoui et al. developed a chelation-controlled palladium-catalyzed Heck-Mizoroki/Suzuki-Miyaura domino reaction involving metal-coordinating dimethylaminoethyl vinyl ethers and various electron-deficient and electron-rich arylboronic acids by the use of p-Bq as the oxidant [22] (Scheme 6.13). The two-carbon tethered dimethylamino moiety, which could combine with p-Bq for the stabilization of the o-alkylpalladium(II) intermediate 56 and formation of the dia-rylated products 57, is assumed to be crucial for avoiding the formation of Heck products 58. 

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