Matches in SemOpenAlex for { <https://semopenalex.org/work/W2019840787> ?p ?o ?g. }
Showing items 1 to 77 of
77
with 100 items per page.
- W2019840787 endingPage "4081" @default.
- W2019840787 startingPage "4073" @default.
- W2019840787 abstract "A detailed study concerning the formation of Meisenheimer adducts in biphasic solvent systems is described. The process relies on utilizing a significantly lipophilic quaternary ammonium salt to transfer a nucleophile (e.g., hydroxide ion) between an aqueous and organic layer containing the electron-deficient aromatic substrate. Provided that the organic layer is sufficiently apolar, the resultant Meisenheimer adduct is considerably stable, likely the result of a strong ion-pairing interaction between the large polarizable anionic complex and the diffusively charged tetraalkylammonium cation. Using the diethylamide of 3,5-dinitrobenzoic acid as a model compound, the influence of ion-pairing reagents and solvents on adduct formation was investigated. Dramatically increased equilibrium formation of the Meisenheimer adduct is observed in the biphasic medium (e.g., benzene/2 M NaOH) relative to the same adduct generated in single-phase systems. Spectroscopic studies on this adduct are consistent with those conducted in single-phase polar or dipolar aprotic solvents. The methodology is extended to performing highly enantioselective biphasic kinetic resolutions of several racemic electron-deficient amides." @default.
- W2019840787 created "2016-06-24" @default.
- W2019840787 creator A5008634412 @default.
- W2019840787 creator A5012511933 @default.
- W2019840787 creator A5050390026 @default.
- W2019840787 creator A5086810908 @default.
- W2019840787 date "2005-04-19" @default.
- W2019840787 modified "2023-10-03" @default.
- W2019840787 title "Formation of Stable Meisenheimer Adduct Ion Pairs in Apolar Solvents: Implications for Stereoselective Reactions" @default.
- W2019840787 cites W2011787678 @default.
- W2019840787 cites W2017584172 @default.
- W2019840787 cites W2019871532 @default.
- W2019840787 cites W2056040984 @default.
- W2019840787 cites W2161065172 @default.
- W2019840787 cites W2313016819 @default.
- W2019840787 cites W2334761701 @default.
- W2019840787 cites W2478992975 @default.
- W2019840787 cites W2949414020 @default.
- W2019840787 cites W2950156851 @default.
- W2019840787 cites W2950716717 @default.
- W2019840787 cites W4241662330 @default.
- W2019840787 doi "https://doi.org/10.1021/jo0502495" @default.
- W2019840787 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/15876099" @default.
- W2019840787 hasPublicationYear "2005" @default.
- W2019840787 type Work @default.
- W2019840787 sameAs 2019840787 @default.
- W2019840787 citedByCount "18" @default.
- W2019840787 countsByYear W20198407872012 @default.
- W2019840787 countsByYear W20198407872013 @default.
- W2019840787 countsByYear W20198407872014 @default.
- W2019840787 countsByYear W20198407872015 @default.
- W2019840787 countsByYear W20198407872017 @default.
- W2019840787 crossrefType "journal-article" @default.
- W2019840787 hasAuthorship W2019840787A5008634412 @default.
- W2019840787 hasAuthorship W2019840787A5012511933 @default.
- W2019840787 hasAuthorship W2019840787A5050390026 @default.
- W2019840787 hasAuthorship W2019840787A5086810908 @default.
- W2019840787 hasConcept C108204754 @default.
- W2019840787 hasConcept C155647269 @default.
- W2019840787 hasConcept C161790260 @default.
- W2019840787 hasConcept C178790620 @default.
- W2019840787 hasConcept C178907741 @default.
- W2019840787 hasConcept C185592680 @default.
- W2019840787 hasConcept C2775896084 @default.
- W2019840787 hasConcept C2780471494 @default.
- W2019840787 hasConcept C75473681 @default.
- W2019840787 hasConceptScore W2019840787C108204754 @default.
- W2019840787 hasConceptScore W2019840787C155647269 @default.
- W2019840787 hasConceptScore W2019840787C161790260 @default.
- W2019840787 hasConceptScore W2019840787C178790620 @default.
- W2019840787 hasConceptScore W2019840787C178907741 @default.
- W2019840787 hasConceptScore W2019840787C185592680 @default.
- W2019840787 hasConceptScore W2019840787C2775896084 @default.
- W2019840787 hasConceptScore W2019840787C2780471494 @default.
- W2019840787 hasConceptScore W2019840787C75473681 @default.
- W2019840787 hasIssue "10" @default.
- W2019840787 hasLocation W20198407871 @default.
- W2019840787 hasLocation W20198407872 @default.
- W2019840787 hasOpenAccess W2019840787 @default.
- W2019840787 hasPrimaryLocation W20198407871 @default.
- W2019840787 hasRelatedWork W1575926188 @default.
- W2019840787 hasRelatedWork W2034700920 @default.
- W2019840787 hasRelatedWork W2038712622 @default.
- W2019840787 hasRelatedWork W2052345831 @default.
- W2019840787 hasRelatedWork W2090776755 @default.
- W2019840787 hasRelatedWork W2110744744 @default.
- W2019840787 hasRelatedWork W2403924279 @default.
- W2019840787 hasRelatedWork W2762540644 @default.
- W2019840787 hasRelatedWork W2950111249 @default.
- W2019840787 hasRelatedWork W2950422772 @default.
- W2019840787 hasVolume "70" @default.
- W2019840787 isParatext "false" @default.
- W2019840787 isRetracted "false" @default.
- W2019840787 magId "2019840787" @default.
- W2019840787 workType "article" @default.