Shvo’s Diruthenium Complex [(η5-C4Ph4COHOCC4Ph4-η5)(μ-H)(CO)4Ru2]

Prabhakaran, R.

doi:10.1055/s-2004-831293

Cited by 18 publications

(7 citation statements)

References 9 publications

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“…The former method was employed by MacBeth and Jones in the synthesis of the previously reported ligand L 7 H 3 . Alkyl arms proved to be the most difficult to append but are amenable to installation via condensation of the aniline −NH 2 units with alkylamines, mediated by Shvo’s catalyst ( 4 , Scheme ). The procedure, which leads to ammonia formation, was pioneered by Beller et al and is applicable only to alkylamines possessing α-H atoms, by means of the “borrowing hydrogen” methodology .…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of a Series of Structurally and Electronically Diverse Fe(II) Complexes Featuring a Family of Triphenylamido-Amine Ligands

et al. 2009

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A family of triphenylamido-amine ligands of the general stoichiometry L x H 3 = [R-NH-(2-C 6 H 4 )] 3 N (R = 4-t-BuPh (L 1 H 3 ), 3,5-t-Bu 2 Ph (L 2 H 3 ), 3,5-(CF 3 ) 2 Ph (L 3 H 3 ), CO-t-Bu (L 4 H 3 ) 3,5-Cl 2 Ph (L 5 H 3 ), COPh (L 6 H 3 ), CO-i-Pr (L 7 H 3 ), COCF 3 (L 8 H 3 ), i-Pr (L 9 H 3 )) has been synthesized and characterized, featuring a rigid triphenylamido-amine scaffold and an array of stereoelectronically diverse aryl, acyl and alkyl substituents (R). These ligands are deprotonated by potassium hydride in THF or DMA and reacted with anhydrous FeCl 2 to afford a series of ferrous complexes, exhibiting stoichiometric variation and structural complexity. The prevalent (Figures S1-S6). Summary of X-ray crystallographic data for the same compounds (Table S1). X-ray crystallographic data for all structurally characterized compounds in CIF format. Mössbauer spectra of compounds 5, 6, 8, 9, 13, 14 ( Figures S7-S12). Cyclic voltammograms of compounds 5-15 ( Figures S13-S26). The material is available free of charge via the Internet at http://pubs.acs.org. NIH Public Access

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Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of a Series of Structurally and Electronically Diverse Fe(II) Complexes Featuring a Family of Triphenylamido-Amine Ligands

et al. 2009

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“…Although a variety of Ru- and Ir-based catalytic systems have been reported in borrowing hydrogen reactions, our recent success applying Shvo’s catalyst , (Figure ) in the activation of various primary, secondary, and tertiary amines implied using this versatile catalytic system as the starting point of our investigations…”

Section: Resultsmentioning

confidence: 99%

Ruthenium-Catalyzed Selective α,β-Deuteration of Bioactive Amines

et al. 2012

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A novel and convenient protocol for the catalytic hydrogen-deuterium exchange of biologically active tertiary amines utilizing the borrowing hydrogen methodology has been developed. In the presence of the readily available Shvo catalyst, excellent chemoselectivity toward α- and β-protons with respect to the nitrogen atom as well as high degree of deuterium incorporation and functional group tolerance is achieved. This allowed for the deuteration of complex pharmaceutically interesting substrates, including examples for actual marketed drug compounds. Notably, this method constitutes a powerful tool for the generation of valuable internal standard materials for LC-MS/MS analyses highly demanded for various life-science applications.

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“…In this context, (cyclopentadienone)iron complexes (CPDICs) represent an effective air‐stable bifunctional catalytic system [15,16] . The first reported metal‐ligand bifunctional catalyst was the Shvo's (hydroxycyclopentadienyl)diruthenium hydride complex I (Scheme 1), known since mid‐1980s [17–20] . The bielectronic Fe 0 /Fe II catalytic cycle of CPDICs involves the active aromatic Fe(II) species V and the non‐aromatic Fe(0) species VI analogous to Shvo's monomeric complexes II and III respectively (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

(Cyclopentadienone)iron Complexes: Synthesis, Mechanism and Applications in Organic Synthesis

Akter

Anbarasan

2021

Chemistry An Asian Journal

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(Cyclopentadienone)iron tricarbonyl complexes are catalytically active, inexpensive, easily accessible and air‐stable that are extensively studied as an active pre‐catalyst in homogeneous catalysis. Its versatile catalytic activity arises exclusively due to the presence of a non‐innocent ligand, which can trigger its unique redox properties effectively. These complexes have been employed widely in (transfer)hydrogenation (e. g., reduction of polar multiple bonds, Oppenauer‐type oxidation of alcohols), C−C and C−N bond formation (e. g., reductive aminations, α‐alkylation of ketones) and other synthetic transformations. In this review, we discuss the remarkable advancement of its various synthetic applications along with synthesis and mechanistic studies, until February 2021.

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Shvo’s Diruthenium Complex [(η⁵-C₄Ph₄COHOCC₄Ph₄-η⁵)(μ-H)(CO)₄Ru₂]

Abstract: This feature focuses on a reagent chosen by a postgraduate, highlighting the uses and preparation of the reagent in current research

Cited by 18 publications

References 9 publications

Synthesis and Characterization of a Series of Structurally and Electronically Diverse Fe(II) Complexes Featuring a Family of Triphenylamido-Amine Ligands

Synthesis and Characterization of a Series of Structurally and Electronically Diverse Fe(II) Complexes Featuring a Family of Triphenylamido-Amine Ligands

Ruthenium-Catalyzed Selective α,β-Deuteration of Bioactive Amines

(Cyclopentadienone)iron Complexes: Synthesis, Mechanism and Applications in Organic Synthesis

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