Atom-transfer reactions catalyzed by methyltrioxorhenium(VII)—mechanisms and applications

doi:10.1039/A809222B

Paper

DOI: 10.1039/A809222B

Atom-transfer reactions catalyzed by methyltrioxorhenium(VII)—mechanisms and applications

Published 1999 · J. Espenson

Chemical Communications

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Abstract

Methyltrioxorhenium activates hydrogen peroxide by an electrophilic mechanism, transferring a single oxygen atom to many substrates without the intervention of free-radical intermediates. The reactions proceed without by-products, unlike those of most chemical (stoichiometric) oxidizing agents. In separate chemistry, the rhenium catalyst brings about the transfer of oxygen atoms between a pair of closed-shell molecules.

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Methyltrioxorhenium catalyzes oxygen-transfer reactions without by-products, making it a promising catalyst for various chemical reactions.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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References

DOI: 10.1021/JA9813414

Effects of Pyridine and Its Derivatives on the Equilibria and Kinetics Pertaining to Epoxidation Reactions Catalyzed by Methyltrioxorhenium

Pyridine stabilizes the MTO/H2O2 system and accelerates epoxidation reactions, while its Bronsted basicity plays a crucial role in accelerating epoxidation reactions.

1998·70citations·Wei-dong Wang et al.·Journal of the American Chemical Society

Journal of the American Chemical Society

DOI: 10.1021/IC980447X

Base Hydrolysis of Methyltrioxorhenium. The Mechanism Revised and Extended: A Novel Application of Electrospray Mass Spectrometry.

Base-promoted decomposition of MTO to CH(4) and ReO(4)(-) produces mono- and dihydroxo complexes, with electrospray mass spectrometry providing reliable signals for each of the isotopomers of ReO(4)(-) at initial MTO concentrations

1998·23citations·J. Espenson et al.·Inorganic chemistry

Inorganic chemistry

DOI: 10.1021/OM971115N

1,3-Transposition of Allylic Alcohols Catalyzed by Methyltrioxorhenium

Methyltrioxorhenium catalyzes the 1,3-transposition of allylic alcohols to generate the more stable isomer at equilibrium, with the direction of the equilibrium largely determined by the nature of the OH group.

1998·51citations·Josemon Jacob et al.·Organometallics

Organometallics

DOI: 10.1021/IC970650C

THERMAL AND PHOTOCHEMICAL REACTIONS OF METHYLRHENIUM DIPEROXIDE : FORMATION OF METHYL HYDROPEROXIDE IN ACETONITRILE

In acetonitrile, methylrhenium diperoxide (MTO) and its peroxides (CH3ReO(2-O2)2(H2O) (B) form methyl hydroperoxide and perrhenic acid, with photolysis facilitating their decomposition to

1997·13citations·Wei-dong Wang et al.·Inorganic Chemistry

Inorganic Chemistry

DOI: 10.1021/OM970225R

Organometallic Catalysis: Formation of 1,3-Dioxolanes and Their Analogs Catalyzed by Methylrhenium Trioxide (MTO)

Methylrhenium trioxide (MTO) catalyzes the formation of 1,3-dioxolanes and their analogs in good yields, with the geometric configuration of epoxide substituents remaining unchanged in the product.

1997·43citations·Zuolin Zhu et al.·Organometallics

Organometallics

DOI: 10.1021/IC960701Q

OXYGEN-TRANSFER REACTIONS OF METHYLRHENIUM OXIDES

Oxygen-transfer reactions of methylrhenium oxides involve nucleophilic attack of XO on the electrophilic Re(V) center of MDO, with the rate controlled by first oxygen abstraction from perchlorate.

1996·75citations·M. Abu‐Omar et al.·Inorganic Chemistry

Inorganic Chemistry

DOI: 10.1021/IC960607+

Stepwise Oxidation of Thiophene and Its Derivatives by Hydrogen Peroxide Catalyzed by Methyltrioxorhenium(VII).

Methyltrioxorhenium(VII) catalyzes the oxidation of thiophene derivatives by hydrogen peroxide, with rates 2-4 orders of magnitude smaller than those for aliphatic sulfides.

1996·44citations·Kylie N. Brown et al.·Inorganic chemistry

Inorganic chemistry

Citations

DOI: 10.1016/j.mcat.2021.111931

Highly efficient and selective aqueous aerobic oxidation of sulfides to sulfoxides or sulfones catalyzed by tungstate-functionalized nanomaterial

Tungstate-functionalized nanomaterial (PMO-IL-WO 4 2-) efficiently catalyzes aerobic oxidation of sulfides in aqueous medium, producing sulfoxides or sulfones at room temperature or 50°C, with outstanding stability and activity.

2021·5citations·F. Rajabi et al.·Molecular Catalysis

Molecular Catalysis

DOI: 10.1021/acs.joc.1c01308

Piperidine Azasugars Bearing Lipophilic Chains: Stereoselective Synthesis and Biological Activity as Inhibitors of Glucocerebrosidase (GCase)

This study successfully synthesized trihydroxypiperidine azasugars with lipophilic chains, which show potential as inhibitors of glucocerebrosidase (GCase), a key enzyme involved in Gaucher disease.

2021·4citations·F. Clemente et al.·The Journal of Organic Chemistry

The Journal of Organic Chemistry

DOI: 10.3390/molecules26092598

Hydrosilylation Reactions Catalyzed by Rhenium

Rhenium-based catalysts enable efficient hydrosilylation reactions in various chemical derivatives and alkenes, benefiting silicon polymers and fine chemistry.

2021·8citations·Duo Wei et al.·Molecules

Molecules

DOI: 10.1016/j.tetlet.2020.152587

Methyltrioxorhenium/urea hydrogen peroxide catalyzed oxidation of N-sulfinyl imines: A mild and highly efficient access to N-sulfonyl aldimines, ketimines and α-ketiminoesters

This study developed a mild and efficient method for accessing N-sulfonyl imines, enabling the facile synthesis of quaternary -amino acids derivatives.

2020·0citations·Yun-Xuan Tan et al.·Tetrahedron Letters

Tetrahedron Letters

DOI: 10.1039/d0dt02352c

Isomers in chlorido and alkoxido-substituted oxidorhenium(v) complexes: effects on catalytic epoxidation activity.

Electron-withdrawing substituents, such as cis-2b, 3b, and 4b, significantly influence catalytic activity in cyclooctene epoxidation.

2020·2citations·J. Schachner et al.·Dalton transactions

Dalton transactions

DOI: 10.1039/c8dt02326c

Synthesis, characterization and application of organorhenium(vii) trioxides in metathesis reactions and epoxidation catalysis.

Organorhenium(vii) trioxides show promising catalytic activity in olefin epoxidation, metathesis reactions, and ring-opening metathesis polymerization, with potential applications in fuel cell technology.

2018·9citations·F. Dyckhoff et al.·Dalton transactions

Dalton transactions

DOI: 10.1016/J.TET.2017.09.047

Sulfonylative alkoxyhydroxylation of 2-arylpropenes

This one-pot three-step sulfonylative alkoxyhydroxylation of 2-arylpropenes 1 produces oxygenated sulfonylcumenes 4 in moderate yields, providing a highly effective method for 1,2,3-tricarbofunctionalization via two carbon-

2017·3citations·Huei-Sin Wang et al.·Tetrahedron

Tetrahedron

DOI: 10.1039/c6cp07941e

Jones oxidation of glycerol catalysed by small gold clusters.

Small gold clusters catalyze the Jones oxidation of glycerol, producing glyceraldehyde and carboxylic acids in the presence of H2O2, promoting C-H insertion reactions and oxygen rebound.

2017·12citations·A. M. Pembere et al.·Physical chemistry chemical physics : PCCP

Physical chemistry chemical physics : PCCP

DOI: 10.1021/jacs.5b03750

Rate-Enhancing Roles of Water Molecules in Methyltrioxorhenium-Catalyzed Olefin Epoxidation by Hydrogen Peroxide.

Hydrogen peroxide strongly accelerates methyltrioxorhenium-catalyzed olefin epoxidation, primarily due to its strong co-catalytic effect on regenerating peroxo complexes and proton transfer.

2015·36citations·B. Goldsmith et al.·Journal of the American Chemical Society

Journal of the American Chemical Society