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Solid-acid catalysed reactions with epoxides and allyl aryl ethers

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Published by Delft University Press in Delft, Netherlands .
Written in English


  • Acids.,
  • Catalysts.,
  • Epoxy compounds.,
  • Ethers.

Book details:

Edition Notes

Statementdoor Jacob Antonius Elings.
The Physical Object
Pagination197 p. :
Number of Pages197
ID Numbers
Open LibraryOL16626076M
ISBN 109040715580

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  Solid-Acid Catalysed Reactions with Epoxides and Allyl Aryl Ethers ().Cited by: 3. Solid-Acid Catalysed Reactions with Epoxides and Allyl Aryl Ethers. By J.A. (author) Elings. Abstract. Applied Science Publisher: Delft University Press. Year: OAI identifier: oai::uuid:ec0abee80cdc Author: J.A. (author) Elings. The characterized solid acids and bases have been applied as catalysts for diversified reactions, many good correlations being obtained between the acid-base properties and the catalytic activities or selectivities. Recently, acid-base bifunctional catalysis on solid surfaces is becoming a more and more important and intriguing field of study. Allyl phenyl ethers rearrange to o-allylphenols O! " # %$ allyl phenyl ethers (prepared by Williamson synthesis) “aromatic” transition state γ,δ-unsaturated carbonyl o-allylphenol O à O H HO!" # $ tautomerization Cyclic Ethers: Epoxides O O O fu rante ah ydofu n2 H-p4 O 1,4-dioxine O 1,4-dioxane O Cl Cl Cl 2,3,7,8.

Chapter 10 Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds PROBLEM 3 Explain the difference in reactivity between CH 3OH 2 and CH 3OH in a nucleophilic substitution reaction. (The pK a of H 3O + is ) PROBLEM 4 SOLvEd Show how 1-butanol can be converted into the following compound.   • An ether has two organic groups (alkyl, aryl, or vinyl) bonded to the same oxygen atom, R–O–R′ • Diethyl ether is used industrially as a solvent • Tetrahydrofuran (THF) is a solvent that is a cyclic ether • Thiols (R–S–H) and sulfides (R–S–R′) are sulfur (for oxygen) analogs of alcohols and ethers. Using phenyloxirane and glycidyl butyrate as low molecular weight model compounds, it was determined that the acid-catalyzed ring-opening of aryl-substituted epoxides by alcohols to form beta. III Palladium-Catalyzed Cross-Coupling between Allyl-, Benzyl-, or Propargylmetals and Allyl, Benzyl, III Palladium-Catalyzed Synthesis of Aryl Ethers and Related Compounds Containing S and Se V Palladium-Catalyzed Substitution Reactions of Alkenyl Epoxides Christine Courillon, Serge Thorimbert, and Max.

A palladium-catalyzed synthesis of aryl tert-butyl ethers from a variety of unactivated aryl bromides or chlorides is described. The ether products, which are precursors to phenols, are obtained in very good yield in the presence of air-stable dialkylphosphinobiphenyl ligands. C. A. Parrish, S. L. Buchwald, J. Org. Chem, , 66, The SnCl4-catalyzed rearrangement of spirooxindole epoxides gives 4,4-dialkylquinolin-2,3-diones, such as spiro[cycloalkane-1,4′-quinolin]-2′,3′-diones, by cleavage of the Cβ–O bond.   The BF3-catalyzed reactions of diphenyl-substituted and endo-monophenyl-substituted homobenzoquinone epoxides proceeded through a regioselective oxirane ring opening followed by participation of a π-aryl transannular cyclization to give the tricyclic diketo alcohols. The conformationally semirigid ethano-bridged diphenyl-substituted homologues also provided similar diketo alcohols and .   Thiolate anions have been generated in a “demand-based” fashion under virtually neutral conditions for chemoselective deprotection of aryl alkyl ethers. Solvents play the critical role in making the reaction effective and should have high values of ε (>30), molecular polarizabilities (>10), and DN (>27) and low values of AN .