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
Current Organic Chemistry
Title: Orthometallation as a Strategy in Pd-mediated Organic Synthesis
Volume: 15 Issue: 18
Author(s): David Aguilar, Luciano Cuesta, Sonia Nieto, Elena Serrano and Esteban P. Urriolabeitia
Affiliation:
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
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.
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Cite this article as:
Aguilar David, Cuesta Luciano, Nieto Sonia, Serrano Elena and P. Urriolabeitia Esteban, Orthometallation as a Strategy in Pd-mediated Organic Synthesis, Current Organic Chemistry 2011; 15 (18) . https://dx.doi.org/10.2174/138527211797247923
DOI https://dx.doi.org/10.2174/138527211797247923 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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