Water and Organic Synthesis: A Focus on the In-Water and On-Water Border. Reversal of the In-Water Breslow Hydrophobic Enhancement of the Normal endo-Effect on Crossing to On-Water Conditions for Huisgen Cycloadditions with Increasingly Insoluble Organic Liquid and Solid 2π-Dipolarophiles

Measurements of the endo/exo product ratios for Huisgen cycloadditions with a series of vinyl ketones, alkyl acrylates, and substituted styrenes as dipolarophiles with phthalazinium and pyridazinium dicyanomethanide 1,3-dipoles in acetonitrile and water show that as the reactions change from in-wate...

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Veröffentlicht in:Journal of organic chemistry 2013-04, Vol.78 (7), p.3276-3291
Hauptverfasser: Butler, Richard N, Coyne, Anthony G, Cunningham, William J, Moloney, Eamon M
Format: Artikel
Sprache:eng
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