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首页> 外文期刊>Catalysis science & technology >Buchwald-Hartwig cross-coupling of amides (transamidation) by selective N-C(O) cleavage mediated by air- and moisture-stable [Pd(NHC)(allyl)Cl] precatalysts: catalyst evaluation and mechanism
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Buchwald-Hartwig cross-coupling of amides (transamidation) by selective N-C(O) cleavage mediated by air- and moisture-stable [Pd(NHC)(allyl)Cl] precatalysts: catalyst evaluation and mechanism

机译：Buchwald-Hartwig交叉耦合的酰胺(transamidation)选择性c (O)解理由空气和moisture-stable(Pd (NHC)(烯丙基)Cl) precatalysts:催化剂评价和机制

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摘要

The Pd-NHC-catalyzed acyl-type Buchwald-Hartwig cross-coupling of amides by N-C(O) cleavage (transamidation) provides a valuable alternative to the classical methods for amide synthesis. Herein, we report a combined experimental and computational study of the Buchwald-Hartwig cross-coupling of amides using well-defined, air- and moisture-stable [Pd(NHC)(allyl)Cl] precatalysts. Most crucially, we present a comprehensive evaluation of a series of distinct Pd(ii)-NHC precatalysts featuring different NHC scaffolds and throw-away ligands for the synthesis of functionalized amides that are not compatible with stoichiometric transition-metal-free transamidation methods. Furthermore, we present evaluation of the catalytic cycle by DFT methods for a series of different Pd(ii)-NHC precatalysts. The viability of accessing NHC-supported acyl-palladium(ii) amido complexes will have implications for the design and development of cross-coupling methods involving stable amide electrophiles.
机译：的Pd-NHC-catalyzed acyl-type Buchwald-Hartwig交叉耦合的酰胺c (O)解理(transamidation)提供了一个有价值的选择为酰胺合成的经典方法。在此,我们报告一个实验和相结合Buchwald-Hartwig的计算研究使用定义良好的交叉耦合的酰胺,空气-和moisture-stable (Pd (NHC)(烯丙基)Cl)precatalysts。综合评价的一系列截然不同钯(ii) NHC precatalysts NHC特点不同支架和信口开河的配体合成的功能化酰胺符合化学计量transition-metal-free transamidation方法。此外,我们目前的评估催化循环通过一系列的DFT方法不同的钯(ii) nhc precatalysts。访问NHC-supported acyl-palladium (2)酰氨配合物将会影响交叉耦合方法的设计和开发涉及到稳定的酰胺亲电试剂。

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