Synthetic Applications of Sulfonium Salts
Sign Up to like & getrecommendations! Published in 2020 at "European Journal of Inorganic Chemistry"
DOI: 10.1002/ejic.202000249
Abstract: This minireview aims to cover the developments over the past two decades in the chemistry of sulfonium salts. Specifically, insight is provided into the synthetic strategies available for the preparation of these compounds, the different… read more here.
Keywords: sulfonium salts; sulfonium; chemistry; applications sulfonium ... See more keywords
Soft-ionization mass spectrometric observation of isomeric effects occurring in the synthesis of bis-sulfonium salts from thiacyclanes/xylylene dibromides and collision induced dissociation of bis-sulfonium cations
Sign Up to like & getrecommendations! Published in 2018 at "International Journal of Mass Spectrometry"
DOI: 10.1016/j.ijms.2018.07.003
Abstract: Abstract Micro-synthesis of bis-sulfonium salts from ortho-, meta- and para-xylylene dibromides and mono- and bicyclic sulfides was performed for their further investigation by tandem electrospray/ionization mass spectrometry (ESI-MS) with the use of collision-induced dissociation (CID).… read more here.
Keywords: sulfonium salts; sulfonium; mass; bis sulfonium ... See more keywords
Controlling the fluoridophilicity of sulfonium boranes via chelation, Coulombic and hydrophobic effects
Sign Up to like & getrecommendations! Published in 2019 at "Tetrahedron"
DOI: 10.1016/j.tet.2019.01.035
Abstract: Abstract We describe the synthesis and properties of a series of sulfonium boranes featuring a dimesitylboryl unit and a dimethylsulfonium or methylphenyl sulfonium moiety connected by an ortho- or para-phenylene linker. Acid-base and fluoride anion… read more here.
Keywords: boranes via; controlling fluoridophilicity; c6h4 smeph; sulfonium ... See more keywords
Revisiting Aromatic Claisen Rearrangement Using Unstable Aryl Sulfonium/Iodonium Species: The Strategy of Breaking Up the Whole into Parts.
Sign Up to like & getrecommendations! Published in 2022 at "Accounts of chemical research"
DOI: 10.1021/acs.accounts.2c00263
Abstract: ConspectusSince Ludwig Claisen's discovery of the sigmatropic rearrangement of allyl aryl ethers in 1912, aromatic Claisen rearrangement has continuously attracted the attention of both experimental and theoretical chemists. Over more than a century of growth,… read more here.
Keywords: aromatic claisen; claisen rearrangement; aryl; sulfonium ... See more keywords
Sulfonium Triggered Alkyne-Azide Click Cycloaddition.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00021
Abstract: Herein, we report the first facile Cu-free click reaction between alkynyl sulfonium and azide at ambient temperatures in aqueous media. DFT computations indicate that the sulfonium group is the key factor to gaining reactivity by… read more here.
Keywords: click cycloaddition; triggered alkyne; sulfonium triggered; sulfonium ... See more keywords
Iron-Catalyzed Fluoromethylene Transfer from a Sulfonium Reagent.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01757
Abstract: Herein, we report the first example of an iron porphyrin catalyzed fluoromethylene transfer from (2,4-dimethylphenyl)(fluoromethyl)(phenyl)sulfonium tetrafluoroborate to unactivated alkenes. The fluorocarbene or fluoromethylene synthon is the smallest "organic" node in a molecular graph of the… read more here.
Keywords: reagent; catalyzed fluoromethylene; fluoromethylene transfer; sulfonium ... See more keywords
Comparative Analysis of Sulfonium-π, Ammonium-π, and Sulfur-π Interactions and Relevance to SAM-Dependent Methyltransferases.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.1c09902
Abstract: We report the measurement and analysis of sulfonium-π, thioether-π, and ammonium-π interactions in a β-hairpin peptide model system, coupled with computational investigation and PDB analysis. These studies indicated that the sulfonium-π interaction is the strongest… read more here.
Keywords: analysis; sulfonium; sam; analysis sulfonium ... See more keywords
Ferrocenyl-sulfonium ionic liquids - synthesis, characterization and electrochemistry.
Sign Up to like & getrecommendations! Published in 2018 at "Dalton transactions"
DOI: 10.1039/c7dt04139j
Abstract: New ferrocenylsulfonium cation based ionic liquids were prepared by direct alkylation of the corresponding ferrocenyl-based thioethers with N-alkylbis(trifluoromethanesulfonyl)imides (R'TFSI). This convenient direct access to organometallic sulfonium bis(trifluoromethanesulfonyl)imide (TFSI) salts without the need for ion exchange… read more here.
Keywords: ferrocenyl sulfonium; electrochemistry; sulfonium; liquids synthesis ... See more keywords
Recent Advances on Annulation Reactions with Allyl and Propargyl Sulfonium Salts
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DOI: 10.1055/a-1578-2911
Abstract: Allyl and propargyl sulfonium salts are readily available reagents that have recently emerged as versatile building blocks for the assembly of cyclic skeletons. As an alternative to classical sulfonium salts, allyl and propargyl sulfonium salts… read more here.
Keywords: annulation reactions; sulfonium salts; sulfonium; allyl propargyl ... See more keywords
Site-Selective Late-Stage C–H Functionalization via Thianthrenium Salts
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DOI: 10.1055/s-0040-1706034
Abstract: The high abundance of C–H bonds in organic molecules makes C–H functionalization a powerful approach to quickly increase the complexity of an organic molecule. However, the high abundance of C–H bonds also provides a challenge… read more here.
Keywords: functionalization; sulfonium; functionalization via; site selective ... See more keywords