Fachbereich 12 - Chemie und Pharmazie
Organisch-Chemisches Institut
Dr. Siegfried R. Waldvogel

Supramolecular chemistry and new synthetic methods

Supramolecular chemistry and new synthetic methods: Receptors and catalysts based on triphenylene ketals offer unique properties in binding heteroaromatic guest molecules in a stereo and substrate selective manner. Organic electrochemistry and molybdenum-mediated coupling of aryls are used for the synthesis of the triphenylene ketals, applied to the total synthesis of natural products and the generation of intermediates.

Drittmittelgeber:

Deutsche Forschungsgemeinschaft (DFG), Fonds der Chemischen Industrie, Gesellschaft zur Förderung der Westfälischen Wilhelms-Universität, Dr. Otto Röhm-Gedächtnisstiftung, MSWF des Landes Nordrhein-Westfalen, BASF AG, Bayer AG, Henkel KGaA, Aventis S. A., BYK-Gulden, Wacker AG and DEGUSSA-HÜLS AG, H.C. Starck

Veröffentlichungen:

S. R. Waldvogel, D. Mirk, J. Herbrüggen, The Electrochemical Synthesis of Triphenylene ketals, GDCh-Monographie, 2001, 23, 233-239, Frankfurt am Main.

S. R. Waldvogel, The Reaction Pattern of the MoCl₅-Mediated Oxidative Aryl-aryl-Coupling, Synlett, 2002, 622-624.

M. T. Reetz, I. D. Kostas, S. R. Waldvogel, Synthesis of a gold(I) complex with a (thio)phosphine-modified b-cyclodextrin, Inorg. Chem. Comm. 2002, 5, 252-254.

S. R. Waldvogel, E. Aits, C. Holst and Roland Fröhlich, Dehydrodimerization of iodobenzenes to iodinated biaryls, Chem. Commun., 2002, 1278-1279.

B. Kramer, A. Averhoff, S. R. Waldvogel, Highly selective formation of eight-membered rings via oxidative cyclization with molybdenum pentachloride – an environmental friendly and inexpensive access to lignans with eight-membered moieties, Angew. Chem. Int. Ed. 2002, 41, 2981-2982; Angew. Chem 2002, 114, 3103-3104.

A. Faust, O. Wolff, W. Barkmann, S. R. Waldvogel, Amination of 2,6-Dihalogen-substituted Pyridines with Sterically Demanding Amines, 2002, submitted.

S. R. Waldvogel, Caffeine – A Drug with a Surprise, Angew. Chem. Int. Ed. 2003, 42, 604-605; Angew. Chem. 2003, 115, 624-625.

B. Kramer, K. Bergander, R. Fröhlich, S. R. Waldvogel The O-Substitution Pattern for the MoCl5-mediated Oxidative Aryl-aryl-coupling, 2003, Synthesis, 91-96.

M. C. Schopohl, C. Siering, O. Kataeva, S. R. Waldvogel, Reversible enantiofacial discrimination of a single heterocyclic substrate by supramolecular receptors – a new concept for chiral induction Angew. Chem. Int. Ed. 2003, 42; Angew. Chem 2003, 115, in press.

C. Siering, R. Fröhlich, S. R. Waldvogel, Two-dimensional triply interlocked aggregates of supramolecular receptors, 2003, submitted.