Orthometallation as a Strategy in Pd-mediated Organic Synthesis

Author(s): David Aguilar , Luciano Cuesta , Sonia Nieto , Elena Serrano , Esteban P. Urriolabeitia .

Journal Name: Current Organic Chemistry

Volume 15 , Issue 18 , 2011

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Abstract:

The orthopalladated complexes are among the most representative Pd(II) compounds. They display a wide prospect of applications, but they are mainly known by their use as intermediates in metal-mediated organic synthesis. In this review we describe how palladacycles are used to build up new molecules through regioselective formation of C-halogen, C-O, C-N, C-P, C-S and C-C bonds, either under catalytic or stoichiometric conditions. This methodology is based on the selective incorporation of the Pd into the organic skeleton to be modified and subsequent reactivity of the Pd-C bond toward different substrates. In many cases this strategy is alternative or even competitive, improving standard organic methods. The most recent achievements of the last five years will be covered here, presenting only the most impressive results.

Keywords: CH activation, orthopalladation, palladium, insertion, oxidative coupling, CARBON-HALOGEN BOND FORMATION, CARBON-OXYGEN BOND FORMATION, CARBON-NITROGEN BOND FORMATION, ARYLATIONS, dibenzofurans, methyloximes, heteroarenes, norbornene, organometallic reagent, disulfide intermediate

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Article Details

VOLUME: 15
ISSUE: 18
Year: 2011
Page: [3441 - 3464]
Pages: 24
DOI: 10.2174/138527211797247923
Price: $58

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