Dehydrogenation and Related Reactions Catalyzed by Iridium Pincer Complexes

Choi, Jongwook; MacArthur, Amy H. Roy; Brookhart, Maurice; Goldman, Alan S.

doi:10.1021/cr1003503

Cited by 979 publications

(627 citation statements)

References 173 publications

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“…[8][9] Pincer complexes of Ir and Ru are among the most effective catalysts for alcohol dehydrogenation. [10] Iridium pincers, such as those of the type (PCP)Ir and (PNP)Ir, undergo net oxidative addition of various aryl and alkyl halides. [11] We thus envisioned combining these steps into a catalytic cycle for transfer halide reduction using i-PrOH and a base.…”

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confidence: 99%

Catalytic Reduction of Alkyl and Aryl Bromides Using Propan‐2‐ol

2017

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Milstein's complex, (PNN)RuHCl(CO), catalyzes the efficient reduction of aryl and alkyl halides under relatively mild conditions by using propan‐2‐ol and a base. Sterically hindered tertiary and neopentyl substrates are reduced efficiently, as well as more functionalized aryl and alkyl bromides. The reduction process is proposed to occur by radical abstraction/hydrodehalogenation steps at ruthenium. Our research represents a safer and more sustainable alternative to typical silane, lithium aluminium hydride, and tin‐based conditions for these reductions.

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confidence: 99%

Catalytic Reduction of Alkyl and Aryl Bromides Using Propan‐2‐ol

2017

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“…It was found, that poorly reactive alkanes and cycloalkanes can be successfully dehydrogenated to α-olefins and cycloalkenes, which are commodity chemicals with a tremendous range of applications. In these reactions, several robust iridium pincer complexes have been used [9]. Compared to the simple dehydrogenation of cyclohexane to benzene, the introduction of nitrogen atoms results in much more favorable thermodynamics of H 2 release from the heterocycle (e.g.…”

Section: Scope and Importance Of Acceptorless Dehydrogenation Reactionsmentioning

confidence: 99%

Lactic acid and hydrogen from glycerol via acceptorless dehydrogenation using homogeneous catalysts

Bottari¹,

Barta²

2015

Recyclable Catalysis

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Acceptorless dehydrogenation of alcohols has emerged as a powerful methodology for the valorization of biomass derived platform chemicals and building blocks. In this review we provide a short overview of the advantages and possible product outcomes of this method. The main focus will be devoted to the conversion of glycerol, which is the major waste product of biodiesel production, to lactic acid. While extensive research addresses the development of heterogeneous catalysts, recently new and highly active iridium and ruthenium complexes have also been reported. These novel homogeneous catalysts are even more active than the already reported heterogeneous systems and enable the direct conversion of glycerol into lactic acid and molecular hydrogen. While the product hydrogen might be used either as fuel or as reducing agent for other processes, lactic acid is a platform chemical widely employed by the polymer, pharmaceutical and food industries. The used catalytic methodology is atom-economic, waste-free and is uniquely suited for the efficient conversion of renewable resources.

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“…One unique type of metal-ligand cooperation via aromatization-dearomatization of the central pyridine on pyridine-based pincer complexes via deprotonation-reprotonation of one of the pyridylic CH 2 arms was recently demonstrated by Milstein and co-workers [40][41][42]. Pincertype metal complexes have been studied extensively in recent years as they offer several advantages to catalyst design [43][44][45][46][47][48][49][50][51][52][53][54]. The tridentate pincer ligands bind the metal center tightly typically in a meridional fashion, forming complexes with good stability.…”

Section: Introductionmentioning

confidence: 99%