The development of new flexible methods to obtain useful added-value products from simple and cheap materials is of high interest. The homogeneous transition metal catalysis delivers various processes and a brought range of new mechanisms to this field. We investigate transition metal catalyzed processes using complexes of redox-coupled ligands to obtain relevant especially nitrogen containing compounds. New ligand systems that are suitable for electronic coupling are developed and their corresponding transition metal complexes are generated. Especially ruthenium cyclopentadienone derivatives provide unique features towards catalytic transformations of bifunctional substrates like propargyl alcohols due to redox-coupling of the dienone ligand and its basic coordination site. Following this concept the rage of selective catalytic transformations of propargyl alcohols with ruthenium catalysts could be widely extended. Using cyclopentadienone ruthenium catalysts a- or b-amino ketones,^[1b] enamino ketones,^[1a,b] aldehydes,^[1b] ketones,^[1b] imines,^[1b] enynes,^[1b] alkenes,^[1b] allenyl carbamates,^[1c] enol esters^[1d] and heterocycles^[1e] are accessible from propargyl alcohols until today.

The formation of neutral vinyliden- and allenyliden-species as central intermediates in catalytic cycles is of major interest since these species represent a framework of selectively addressable carbon atoms suitable for regioselective addition of functionalized nucleophiles followed by cyclization-processes. Such catalytic transformations allowing high flexibility regarding suitable educts and stereochemical aspects are applied to the synthesis of simple heterocycles as well as natural products and their analogues.^[1e]

[1] (a) E. Haak, Synlett 2006, 1847-1848; (b) E. Haak, Eur. J. Org. Chem. 2007, 2815-2824; (c) E. Haak, Eur. J. Org. Chem. 2008, 788-792.; (d) E. Haak, Synlett 2008, submitted; (e) E. Haak, in preparation.

- Jun.-Prof. Dr. Edgar Haak, Tel. 11413 (Office) / 18204 (Lab)

- Stefanie Berger, Laborantin, Tel. 18204

- Sunitha Krovviddi, Master student 2007

- Timo Strer, Diploma student 2006-2007

- Ruthenium-Catalyzed anti-Markovnikov Addition of Carboxylic Acids and Cyclic 1,3-Diketones to Propargyl Alcohols.

E. Haak*, Synlett 2008, submitted.

- Proximity-Assisted Cycloaddition Reactions – Facile Lewis Acid-Mediated Synthesis of Diversely Functionalized Bicyclic Tetrazoles.

S. Hanessian*, D. Simard, B. Deschenes-Simard, C. Chenel, E. Haak, Org. Lett. 2008, 10, 1381-1384.

- Ruthenium-Catalyzed Allenyl Carbamate Formation from Propargyl Alcohols and Isocyanates.

E. Haak^*, Eur. J. Org. Chem. 2008, 788-792.

- Ruthenium Complexes of Electronically Coupled Cyclopentadienone Ligands – Catalysts in Transformations of Propargyl Alcohols.

E. Haak*, Eur. J. Org. Chem. 2007, 2515-2528.

- Ruthenium-Catalyzed Enaminoketone Formation from Propargyl Alcohols.

E. Haak*, Synlett 2006, 1847-1848.

- A Simple Biomimetic Route to Nonsymmetric Pyrazines

E. Haak^*, E. Winterfeldt, Synlett 2004, 1414-1418.

- A One-Pot Procedure for the Synthesis of a-Amino Phosphonates from Alkynes

E. Haak, I. Bytschkov, S. Doye^*, Eur. J. Org. Chem. 2002, 457-463.

- An Ammonia Equivalent for the Dimethyltitanocene-Catalyzed Intermolecular Hydroamination of Alkynes

E. Haak, H. Siebeneicher, S. Doye^*, Org. Lett. 2000, 2, 1935-1937.

- Intermolekulare, durch Dimethyltitanocen katalysierte Hydroaminierung von Alkinen

E. Haak, I. Bytschkov, S. Doye^*, Angew. Chem. 1999, 111 , 3584-3586.

- Katalytische Hydroaminierung von Alkenen und Alkinen

E. Haak, S. Doye^*, Chem. Unserer Zeit 1999, 33, 296-303.

- Katalytische Hydroaminierung von Alkinen

E. Haak, S. Doye^*, Patent, DE 199,13,522.

Book reviews:

- Comprehensive Organic Functional Group Transformations II.

Angew. Chem. 2006, 118, 869-871; Angew. Chem. Int. Ed. 2006, 45, 855-857.

- Moderne Synthesemethoden – Organische Chemie für Fortgeschrittene (PF MSPG, 5. Sem., 2 SWS, WiSe)

- Produktfunktionalisierung I – Stereochemie und die Chemie Polyfunktioneller Verbindungen (PF MSPG, 5. Sem., 2 SWS, WiSe)

- Produktfunktionalisierung II – Totalsynthese von Natur- und Wirkstoffen (PF MSPG, 6. Sem., 3 SWS, SoSe)

- Reaktionsmechanismen der Organischen Chemie (findet z. Zt. nicht statt)

- Asymmetrische Katalyse in der Organischen Synthese (findet z. Zt. nicht statt)

- Übung zur Grundvorlesung Organische Chemie (PF BSYT, MSPG, UEPT, VT, 2. Sem., 1 SWS, SoSe)

- Praktikum Wirkstoffe I (PF MSPG, 6. Sem., 3 SWS, SoSe)

- Praktikum Wirkstoffe II (WPF MSPG, 7. Sem., 3 SWS, WiSe)

- Seminar zum Organisch-Chemischen Grundpraktikum (findet z. Zt. nicht statt)

- Seminar zum Organisch-Chemischen Fortgeschrittenenpraktikum (findet z. Zt. nicht statt)

- Einzeltermine der Grundvorlesung Organische Chemie in Vertretung (SoSe)

Edgar Haak, Dr., born 4^th of April 1973 in Hannover, Germany

Office: Institut für Chemie, Abteilung Organische Chemie, Otto-von-Guericke-Universität Magdeburg,

Universitätsplatz 2, 39106 Magdeburg, Germany.

Tel.: (+49) 391-67-11413 (Office), (+49) 391-67-18204 (Lab)

E-Mail: edgar.haak@ovgu.de

Higher education

10.1993 - study of chemistry, university of Hannover, with extra courses in

11.1998 toxicology, pharmacology, biochemistry and molecular biology.

05.1998 - diploma thesis under guidance of Prof. Dr. Dr. h.c. E. Winterfeldt,

11.1998 title: Wege zu monosteroidalen Cephalostatin-Analoga - Eine neue Route zu unsymmetrischen Pyrazinen –

02.11.1998 degree Diplom-Chemiker, university of Hannover.

12.1998 - doctorate thesis under guidance of Prof. Dr. Dr. h.c. E. Winterfeldt and Dr. S. Doye,

02.2002 title: Titankatalysatoren für die intermolekulare Hydroaminierung von Alkinen und Alkenen.

02.2002 degree Doktor der Naturwissenschaften, university of Hannover.

Teaching and research activities

02.1994 - technical assistant, medical college Hannover,

10.1998 department of haematology and oncology, central laboratory.

12.1998 - research and teaching assistant, university of Hannover,

10.2001 department of organic chemistry.

03.2002 - postdoctoral research, university of Montreal, Canada,

06.2003 research group of Prof. S. Hanessian, F.R.S.C., O.C.

11.2003 - Habilitand, department of organic chemistry, university of Braunschweig,

03.2008 mentor Prof. Dr. Dr. h.c. H. Hopf.

Since Juniorprofessor, institut of chemistry, department of organic chemistry,

04.2008 Otto-von-Guericke university Magdeburg.

Scholarships, grants and awards

05.1999 - Graduiertenkolleg Chemische und technische Grundlagen der Naturstofftransformation,

07.2001 university of Hannover, Deutsche Forschungsgemeinschaft.

03.2002 - grant by Prof. S. Hanessian, F.R.S.C., O.C.

05.2003

11.2003 - Liebig-Stipendium, Fonds der Chemischen Industrie.

10.2007

2008 Thieme-Journal-Award 2008