Westfälische Wilhelms-Universität Münster: Forschungsbericht 2003-2004 - Organisch- Chemisches Institut

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2003 - 2004

 

 
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Organisch-Chemisches Institut

Tel. (0251) 83-33210
Fax: (0251) 83-39772
e-mail: orgchem@uni-muenster.de
www: uni-muenster.de/Chemie.oc/
Corrensstrasse 40
48149 Münster
Geschäftsführender Direktor: Prof. Dr. Stefan Grimme

Forschungsschwerpunkte 2003 - 2004  
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PD Dr. Siegfried 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 oxidative coupling reactions of aryls are used for the synthesis of the triphenylene ketals, applied to the total synthesis of natural products, and the generation of biologically active intermediates.

Funding:

Deutsche Forschungsgemeinschaft (DFG), Pinguin-Stiftung, 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., ALTANA Pharma AG, Wacker AG and DEGUSSA, H.C. Starck.

Publications:

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, 2620-2623; Angew. Chem 2003, 115, 2723-2727.Eur. J. Org. Chem. 2003, 3549-3554.

D. Mirk, O. Kataeva, R. Fröhlich, S. R. Waldvogel, The First Direct Chlorination of Iodo arenes - A Side-chain directed Process, Synthesis 2003, 2410-2414.

M. C. Schopohl, K. Bergander, O. Kataeva, R. Fröhlich, S. R. Waldvogel, Synthesis and Characterization of Enantiomerically Pure Menthylamines and their Isocyanates, Synthesis 2003, 2689-2694.

B. Kramer, S. R. Waldvogel, Highly modular and efficient synthesis of dihydrodibenzo[a,c]heptenes - a new strategy to 2,2'-cyclo-7,8'-neolignans, Angew. Chem. Int. Ed. 2004, 43, 2446-2449; Angew. Chem 2004, 116, 2501-2503.

O. Wolff, S. R. Waldvogel, Convenient and reliable protocol for the large scale synthesis of analytically pure diphenylphosphoryl azide (DPPA), Synthesis 2004, 1303-1305.

D. Mirk, A. Willner, R. Fröhlich, S. R. Waldvogel, Iodinated Biaryls Synthesized by the Direct Dehydrodimerization of Iodoarenes Using Phenyliodine(III) Bis(trifluoroacetate) (PIFA), Adv. Synth. Catal. 2004, 346, 675-681.

C. Rommel, I. Malkowsky, S. R. Waldvogel, H. Pütter; U. Griesbach, Borate controlled anodic coupling process of phenol derivatives, February 2004 applied for patent (PCT).

D. Mirk, B. Wibbeling, R. Fröhlich, S. R. Waldvogel, Oxidative Coupling of Alkylated Anisole Derivatives Using MoCl5, Synlett 2004, 1970-1974.

S. R. Waldvogel, I. Ortmann, Koffein - ungeahnte Wirkungen, Spektrum der Wissenschaft, Sonderheft: Essen & Trinken, 2004, 46-47.

D. Mirk, S. R. Waldvogel, Convenient protocol for reliable cleavage of phenoxy acetates under mild conditions, Tetrahedron Lett. 2004, 45, 7911-7914.

S. R. Waldvogel, D. Mirk, Oxidative Arylation Reactions, VCH-Handbook of CH Transformations, Wiley-VCH, Ed: G. Dyker, Weinheim 2005.

C. Siering, S. Grimme, S. R. Waldvogel, Direct assignment of enantiofacial discrimination on single heterocyclic substrates by self-induced CD, Chem. Eur. J. 2005, in press.

M. C. Schopohl, D. Mirk, A. Faust, R. Fröhlich, O. Kataeva, S. R. Waldvogel, Synthesis of rigid receptors based on triphenylene ketals, Eur. J. Org. Chem. 2005, submitted.

Book reviews and symposia reports:

S. R. Waldvogel, Angew. Chem. Int. Ed. 2003, 42, 716; Angew. Chem. 2003, 115, 740-741; book: Modern Arene Chemistry by D. Astruc, Wiley-VCH 2003.

S. R. Waldvogel, Adv. Synth. Catal., 2003, 345, 411; book: Name Reactions by L. Jack Jie, Springer 2002.

S. R. Waldvogel, Adv. Synth. Catal., 2003, 345, 411-412; book: Organic Syntheses Based on Name Reactions by A. Hassner and C. Stumer, Elsevier 2002.

S. R. Waldvogel, Angew. Chem. Int. Ed. 2003, 42, 2331; Angew. Chem. 2003, 115, 2433; book: Modern Copper Chemistry by N. Krause, Wiley-VCH, Weinheim 2003.

S. R. Waldvogel, Angew. Chem. Int. Ed. 2004, 43, 778; Angew. Chem. 2004, 116, 796; books: Phenols Volume 1&2 (Patai Series) by Zvi Rappoport, Wiley New York 2003.

S. R. Waldvogel, Adv. Synth. Catal., 2004, 346, 91; book: Name Reactions by L. Jack Jie, 2nd Ed. Springer 2003.

S. R. Waldvogel, Nach. Chem. Tech., 2004, 193; symposium: III. Symposium Hochschule trifft Industrie, Friedrichshafen 2003.

S. R. Waldvogel, Nach. Chem. Tech., 2004, 835-836; book: Elektrochemische Verfahrenstechnik by V. M. Schmidt, Wiley-VCH, Weinheim 2003.

Ph.D. Theses

A. Faust, Synthetic studies on new anchoring groups for artificial caffeine receptors, June 2003, Münster.

B. Kramer, Molybdenum pentachloride - a powerful reagent for the oxidative aryl-aryl coupling reaction, July 2004, Münster.

M. C. Schopohl, Synthesis of optically pure receptors based on triphenylene ketals for the enantiofacial differentiation of heterocyclic guests, October 2004, Münster.

D. Mirk, Oxidative transformations on arenes employing modern reagents, February 2005, Münster

 

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