Thieme Chemistry Journal Awardees - Where are They Now? Synthesis of Diamantane-Derived N-Heterocyclic Carbenes and Applications in Catalysis

Richter H, Schwertfeger H, Schreiner PR, Frohlich R, Glorius F

Forschungsartikel (Zeitschrift)

Zusammenfassung

Novel diamantyl-substituted imidazolium salts have been synthesized, characterized and, in addition, analyzed by single-crystal structural analysis. The corresponding NHCs (a-IDAd and m-IDAd) have been prepared in solution and have been characterized by NMR. They exhibit increased steric demand and increased lipophilicity relative to the well-known IAd. In comparative studies, these NHCs were tested as ligands in palladium-catalyzed Sonogashira reactions of primary alkyl halides and, in addition, as catalysts in an organocatalyzed silyl enol ether formation.

Details zur Publikation

FachzeitschriftSYNLETT
Ausgabe / Heftnr. / Issue2
Seitenbereich193-197
StatusVeröffentlicht
Veröffentlichungsjahr2009 (22.01.2009)
Sprache, in der die Publikation verfasst istEnglisch
Stichwörterdiamondoids N-heterocyclic carbene organocatalysis Sonogashira coupling cross-coupling reactions gamma-butyrolactones functionalized nanodiamonds alpha; beta-unsaturated aldehydes restricted flexibility conjugate umpolung higher diamondoids stable carbenes alkyl bromides aryl chlorides

Autor*innen der Universität Münster

Fröhlich, Roland
Organisch-Chemisches Institut
Glorius, Frank
Professur für Organische Chemie (Prof. Glorius)
Richter, Heinrich
Organisch-Chemisches Institut