A5025765321- Cyclopropane Reaction Mechanisms
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Catalytic C–H Functionalization Methods
- Asymmetric Hydrogenation and Catalysis
- Synthesis and Catalytic Reactions
- Asymmetric Synthesis and Catalysis
- Catalytic Cross-Coupling Reactions
- Chemical Synthesis and Analysis
- Synthetic Organic Chemistry Methods
- Carbon dioxide utilization in catalysis
- Organometallic Complex Synthesis and Catalysis
- Crystallography and molecular interactions
- Organic and Inorganic Chemical Reactions
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
University of Geneva
2012-2020
Emory University
2017-2018
Instituto de Investigaciones Químicas
2016
Thermally induced reactions of donor/acceptor diazo compounds generate carbene intermediates capable C–H functionalization alkanes. A variety insertion products were obtained in moderate to good yields and certain cases with site selectivity, favoring the more highly substituted bond.
Intermolecular CO instead of CC bond formation is achieved with [CpRu(CH3CN)3][PF6] and diimine ligands as catalysts the decomposition α-diazo-β-ketoesters in THF leading to original products 1,3 CH insertion (see scheme). Detailed facts importance specialist readers are published "Supporting Information". Such documents peer-reviewed, but not copy-edited or typeset. They made available submitted by authors. Please note: The publisher responsible for content functionality any supporting...
Abstract Rather than lead to the usual deoxygenation pathway, metal carbenes derived from α‐diazo‐β‐ketoesters undergo three‐atom insertions into epoxides using a combination of 1,10‐phenanthroline and [CpRu(CH 3 CN) ][BAr F ] as catalyst. Original 1,4‐dioxene motifs are obtained single regio‐ stereoisomers. A perfect syn stereochemistry (retention, e.r. up 97:3) is observed for ring opening, which behaves an S N 1‐like transformation.
This paper describes the influence of replacement one rhodium atoms by bismuth in a chiral dirhodium tetracarboxylate catalyst on asymmetric induction cyclopropanation and C–H functionalization chemistry trichloroethyl aryldiazoacetates. The ligand used this study is S-tert-butylsulphonylprolinate (S-TBSP), which was first highly enantioselective catalyst. Even though Rh atom with Bi has changed electronic properties system, RhBi complexes have several similarities to corresponding Rh2...
Reactions of α-diazo-β-ketoesters with cyclic ketones, lactones, and carbonates are reported. Thanks to the combined use salt [CpRu(CH3CN)3][BArF] 1,10-phenanthroline as catalyst for diazo decomposition, effective practical syntheses spiro bicyclic ketals, orthoesters, orthocarbonates afforded.
Abstract (Cyclopentadienyl)tris(acetonitrile)ruthenium hexafluorophosphate [CpRu(CH 3 CN) ][PF 6 ] in combination with pyridine‐hydrazone ligands efficiently catalyzes the asymmetric decarboxylative allylic rearrangement of allyl aryl carbonates. Formation CO bonds high regio‐ and enantioselectivity ratios (up to 95:5 98% ee ) is obtained. Good stereocontrol pseudotetrahedral geometry CpRu moiety achieved by hydrazone ligand its “electron‐poor” nature evidenced through epimerization...
Intermolekulare C-O- statt C-C-Bindungsbildung gelingt mit [CpRu(CH3CN)3][PF6] und Diiminliganden als Katalysatoren der Zersetzung von α-Diazo-β-ketoestern in THF, bei originäre Produkte 1,3-C-H-Insertion entstehen (siehe Schema). Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents peer-reviewed, but not copy-edited or typeset. They made available submitted by the authors. Please note: The publisher is responsible for content...
Rhodium(II)-catalyzed reactions between isopropyl acetate and trichloroethyl aryldiazoacetates result in the formation of oxirane intermediates that ring open under reaction conditions to form tertiary alcohols. When is catalyzed by dirhodium tetrakis(triarylcyclopropanecarboxylate) complex, Rh2( S-2-Cl,4-BrTPCP)4, alcohols are formed with good asymmetric induction (80-88% ee).
Abstract Rather than lead to the usual deoxygenation pathway, metal carbenes derived from α‐diazo‐β‐ketoesters undergo three‐atom insertions into epoxides using a combination of 1,10‐phenanthroline and [CpRu(CH 3 CN) ][BAr F ] as catalyst. Original 1,4‐dioxene motifs are obtained single regio‐ stereoisomers. A perfect syn stereochemistry (retention, e.r. up 97:3) is observed for ring opening, which behaves an S N 1‐like transformation.
Abstract Cationic [Ru(η 5 ‐C H )(CH 3 CN) ] + complex, tris(acetonitrile)(cyclopentadienyl)ruthenium(II), gives rise to a very rich organometallic chemistry. Combined with diimine ligands, and 1,10‐phenanthroline in particular, this system efficiently catalyzes diazo decomposition processes generate metal‐carbenes which undergo series of original transformations the presence Lewis basic substrates. Herein, syntheses characterizations [CpRu(Phen)(L)] complexes (large) lipophilic...
Using ?-diazo-?-ketoesters as reagents and combinations of CpRu fragments diimine ligands catalysts, a series original transformations have been obtained that can be rationalized by the formation metal carbenes metal-bound ylide intermediates. Interesting 1,3-dioxole, enol-acetal 1,4-dioxene motifs are directly when reactive mixture is reacted in presence aldehydes or ketones, THF epoxides.
Abstract Review: 99 refs.
Abstract A large range of cyclic carbonyl compounds, including steroid derivatives, are converted to the title products following a mild and efficient protocol.
Abstract The investigations indicate that C—O bond forming is kinetically preferred over C—C using the CpRu‐catalyst combination.