Dr. Christian Frech Nabold

Dr. Christian Frech Nabold

Dr. Christian Frech Nabold
ZHAW Life Sciences und Facility Management
Einsiedlerstrasse 31
8820 Wädenswil

+41 (0) 58 934 53 29
christian.frech@zhaw.ch

Persönliches Profil

Tätigkeit an der ZHAW als

Dozent und Forschungsgruppenleiter am Institut für Chemie und Biotechnologie

Arbeits- und Forschungsschwerpunkte, Spezialkenntnisse

green chemistry, catalysis, catalyst design, C-C cross-coupling reactions, palladium, reaction mechanism, mechanistic studies, DFT calculations, palladium nanoparticles, trans-influence

Aus- und Fortbildung

1995 - 1999 Studies in Chemistry (and ecology) at the University of Zürich
1999 - 2004 PhD studies at the University of Zürich
2004 - 2005 Postdoc (with Prof. D. Milstein) at the Weizmann Institute of Science, Israel
2005 - 2011 Habilitation (venia legendi in Chemistry) at the University of Zürich
2013 - 2014 Certificate of Advanced Studies PH Zürich

Beruflicher Werdegang

PD Dr. Christian M. Frech finished his studies in chemistry (with ecology as minor subject) in 1999 at the University of Zürich (Switzerland). After his PhD studies in 2004 he joined the research group of Prof. D. Milstein in Israel at the Weizmann Institute of Science for a post-doc. In March 2005 he got a position as independent research group leader (Habilitation) at the Institute of inorganic chemistry at the University of Zürich. He successfully finished his Habilitation and got promoted to PD (venia legendi) in October 2011. In 2013 he moved to the Institute of Chemical & Biological Chemistry Institute (ICBC) at the Zürich University of Applied Sciences (ZHAW) in Wädenswil, where he is now a docent and research group leader. His research focus is devoted to the design and development of new, stable but highly active, cheap and easy accessible cross-coupling catalysts, which should find their application in organic syntheses and industrial processes. He followed a conceptually novel approach in the catalyst design and developed the so-called Frech catalysts, which can operate via molecular mechanisms as well as promote the formation of nanoparticles. Frech's catalysts are commercially available at Sigma-Aldrich (see Prod.-Nr.: 727733, 744220 and 744999) and were successfully applied in industry. Frech's catalysts are in addition of advantageous when compared to other systems from ecologic and economic points of view.

Mitglied in Netzwerken

Publikationen

Beiträge, peer-reviewed

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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions

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Journal of Visualized Experiments, 85 Peer reviewed.

Publikationen vor Tätigkeit an der ZHAW

2012


41. Alkyne hydrothiolation catalyzed by a dichloro-bis(aminophosphine) complex of palladium: Selective formation of cis-configured vinyl thioethers R. Gerber, C. M. Frech* Chem. Eur. J. 2012, 18, 8901.


40. Cyanation of aryl bromides with K4[Fe(CN)6] catalyzed by dichloro{bis[1-(dicyclohexyl-phosphanyl)-piperidine]}palladium – a molecular source of nanoparticles. Reactions involved in catalyst deacti-vation processes R. Gerber, C. M. Frech* Chem. Eur. J. 2012, 18, 2978.


39. Mizoroki-Heck reactions catalyzed by dichloro{bis[1-(dicyclohexylphosphanyl)piperi-dine]}palladi-um. Palladium nanoparticle formation promoted by (water induced) ligand degradation M. Oberholzer, R. Gerber, C. M. Frech* Adv. Synth. Catal. 2012, 354, 627.


2011


38. Negishi cross-coupling reactions catalyzed by an aminophosphine based nickel system. A reliable and general applicable reaction protocol for the high-yielding synthesis of biaryls R. Gerber,C. M. Frech* Chem. Eur. J. 2011, 17, 11893.


37. Observation of binuclear palladium clusters upon ESI-MS monitoring of the Suzuki-Miyaura cross-coupling catalyzed by a dichloro-bis(aminophosphine) complex of palladium D. Agrawal, D. Schröder,* C. M. Frech Organometallics 2011, 30, 3579.


36. Negishi cross-coupling reaction catalyzed by an aliphatic, phosphine based pincer complex of palladium. Biaryl formation via cationic pincer-type Pd(IV) intermediates R. Gerber, C. M. Frech* Dalton Trans. 2011, 40, 8996. Invited contribution for a themed issue.


35. Hydrolysis of ammonia-borane catalyzed by aminophosphine-stabilized precursors of rhodium nanoparticles. Ligand-effects and solvent-controlled product formation M. Fetz, R. Gerber, O. Blacque, C. M. Frech* Chem. Eur. J. 2011, 17, 4732.


34. Access to 2-aminopyridines – compounds of great biological and chemical significance J. L. Bolliger, M. Oberholzer, C. M. Frech* Adv. Synth. & Catal. 2011, 353, 945.


2010


33. Reactions within molecular single crystals of inorganic and organometallic compounds. Recent advances and implications for catalysis (highlight article), C. M. Frech* ChemCatChem. 2010, 2, 1387.


32. Dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium - A Highly Effective and Extremely Versatile Palladium-based Negishi Catalyst, that Efficiently and Reliably Operates at Low Catalyst Loadings J. L. Bolliger, C. M. Frech* Chem. Eur. J., 2010, 16, 11072.


31. PCsp3P and PCsp2P Palladium(II) Hydride Pincer Complexes. Small Structural Difference – Large Effect on Reactivity R. Gerber, T. Fox, C. M. Frech* Chem. Eur. J. 2010, 16, 6771.


30. The 1,3-Diaminobenzene-Derived Aminophosphine Palladium Pincer Complex {C6H3[NHP(piperidin-yl)2]2Pd(Cl)} - A highly active pincer-type Suzuki-Miyaura catalyst with excellent functional group tolerance J. L. Bolliger, C. M. Frech* Adv. Synth. & Catal. 2010, 352, 1075.


29. Facile Synthetic Access to Rhenium(II) Complexes: Activation of Carbon–Bromine Bonds by Single-Electron Transfer Y. Jiang, O. Blacque, T. Fox, C. M. Frech, H. Berke* Chem. Eur. J. 2010, 16, 2240.


28. Dichloro-Bis(aminophosphine) Complexes of Palladium - Highly Convenient, Reliable and Extremely Active Suzuki Catalysts with outstanding functional group tolerance J. L. Bolliger, C. M. Frech* Chem. Eur. J. 2010, 16, 4075.


27. Pincer-type Heck Catalysts and Mechanisms Based on PdIV Intermediates – A Computational Study; O. Blacque, C. M. Frech* Chem. Eur. J. 2010, 16, 1521.



2009


26. The Mizoroki-Heck Reaction (book review), C. M. Frech* Angew. Chem. Int. Ed. 2009, 48, 6947.


25. Development of Rhenium Catalysts for Amine Borane Dehydrocoupling and Transfer Hydrogenation of Olefins Y. Jiang, O. Blacque, T. Fox, C. M. Frech, H. Berke*, Organometallics 2009, 28, 5493.


24. From Alkynes to Carbenes Mediated by [Re(Br)(H)(NO)(PR3)2] R = Cy, iPr) Complexes Y. Jiang, O. Blacque, T. Fox, C. M. Frech, H. Berke* Organometallics 2009, 28, 4670.


23. Reactivity of cationic dinitrosyl bisphoshine rhenium complexes toward acetylene. Base-controlled product formation C. M. Frech, A. Llamazares, H. W. Schmalle, H. Berke*, Organometallics, 2009, 28, 5333.


21. Suzuki Cross-Coupling Reactions Catalyzed by an Aliphatic Phosphine Based Pincer Complex of Palladium. Evidence for a Molecular Mechanism R. Gerber, O. Blacque, C. M. Frech* ChemCatChem, 2009, 1, 393.


20. Highly selective dehydrogenative silylation of alkenes catalyzed by rhenium complexes Y. Jiang, O. Blacque, T. Fox, C. M. Frech, H. Berke* Chem. Eur. J. 2009, 15, 2121.


19. Highly convenient, clean, fast, and reliable Sonogashira coupling reactions promoted by aminophosphine-based pincer complexes of palladium performed under additive- and amine-free reaction conditions J. L. Bolliger, C. M. Frech* Adv. Synth. & Catal. 2009, 351, 891.


18. Aminophosphine palladium pincer complexes for Suzuki and Heck reactions J. L. Bolliger, C. M. Frech* Chimia 2009, 63, 23.


17. Unsaturated Rh(I) and Rh(III) Naphthyl-Based PCP Complexes. Major Steric Effect on Reactivity C. M. Frech,* L. J. W. Shimon, D. Milstein Organometallics 2009, 28, 1900.


16. Transition metal-free amination of aryl halides-A simple and reliable method for the efficient and high-yielding synthesis of N-arylated amines J. L. Bolliger, C. M. Frech* Tetrahedron 2009, 65, 1180.



2008


15. Rationally designed pincer-type Heck catalysts bearing aminophosphine substituents: PdIV intermediates and palladium nanoparticles J. L. Bolliger, O. Blacque, C. M. Frech* Chem. Eur. J. 2008, 14, 7969.


14. Processes Involved in the Reduction of a Cyclometalated Palladium(II) Complex C. M. Frech,* G. Leitus, D. Milstein Organometallics 2008, 27, 894.



2007


13. Bis[2,6-bis(dipiperidin-1-ylphosphanyl­oxy)­phenyl-]bromidopalladium(II) J. L. Bolliger, O. Blacque, C. M. Frech* Acta Cryst., Sec. E: Structure Reports Online 2007, E63, m3086, m3086/1-m3086/10.


12. Methylene transfer from SnMe groups mediated by a rhodium(I) pincer complex: Sn-C, C-C, and C-H bond activation C. M. Frech,* L. J. W. Shimon, D. Milstein* Chem. Eur. J. 2007, 13, 7501.


11. Short, facile, and high-yielding synthesis of extremely efficient pincer-type Suzuki catalysts bearing aminophosphine substituents J. L. Bolliger, O. Blacque, C. M. Frech* Angew. Chem., Int. Ed.2007, 46, 6514.



2006


10. Direct Observation of Reductive Elimination of Methyl Iodide from a Rhodium(III) Pincer Complex. The Importance of Sterics C. M. Frech, D. Milstein,* J. Am. Chem. Soc.2006, 128,12434.


9. Dinitrosyl Rhenium Complexes for Ring Opening Olefin Metathesis (ROMP) Frech, C. M., O. Blacque, H. Berke* Pure and Appl. Chem. 2006, 78, 1877.


8. Ligand Controlled Dioxygen Oxidation of Rhenium Nitrosyl Complexes C. M. Frech, A. Llamazares, O. Blacque, H. W. Schmalle, H. Berke,* Dalton Trans. 2006, 38, 4590.


7. Ligand Controlled Formation of a Low Valent Pincer Rhodium(I) Dioxygen Adduct Bearing a Very Short O-O Bond C. M. Frech, L. W. Shimon, D. Milstein,* Helv. Chim. Acta, 2006, 89, 1730.


6. Metal controlled reactivity of a pincer-type, σ-coordinated naphthyl radical anion C. M. Frech, Y. Ben-David, L. Weiner, D. Milstein,* J. Am. Chem. Soc. 2006, 128, 7128.


5. Metal Nitrosyl Reactivity: Acetonitrile Promoted Insertion of an Alkylidene into a Nitrosyl Ligand with Fission of the NO Bond; C. M. Frech, O. Blacque, H. W. Schmalle, H. Berke,* Chem. Eur. J., 2006, 12, 5199. This article is highlighted (cover picture).


4. Unprecedented ROMP Activity of Low-valent Rhenium Nitrosyl Complexes. A Mechanistic Evaluation of an Electrophilic Olefin Metathesis System C. M. Frech, O. Blacque, H. W. Schmalle, H. Berke,* Ch. Adlhart, P. Chen, Chem. Eur. J., 2006, 12, 3325.



2004 and 2005


3. New Catalysts for ROMP H. Berke,* C. M. Frech, ; A. Llamazares, O. Blacque, H. W. Schmalle, C. Adlhart, P. Chen, Fudan Xuebao, Ziran Kexueban 2005, 44, 625.


2. Redox-Induced Collapse and Regeneration of a Pincer-Type Complex Framework. A Nonplanar Coordination Mode of Palladium(II) C. M. Frech, L. J. W. Shimon, D. Milstein,* Angew. Chem. Int. Ed. 2005, 44, 2.


1. Reactions of [Re(NO)2(PR3)2][BArF4] complexes with phenylacetylene C. M. Frech, A. Llamazares, M. Alfonso, H. W. Schmalle, H. Berke* Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya) 2004, 53, 1116.