Morandi, Bill - Eth Zürich - Laboratorium für Organische Chemie

个人简介

Professor Bill Morandi studied at ETH Zürich (2003–2008), receiving a BSc in Biology and a MSc in Chemical Biology. From 2008 to 2012, he pursued his PhD in organic synthesis at the same institution in the labs of Professor Erick M. Carreira. Afterwards, he moved to the California Institute of Technology (Pasadena, CA) for a postdoctoral stay with Professor Robert H. Grubbs. From 2014 to 2018, he was an independent Max Planck Research Group Leader at the Max-Planck-Institut für Kohlenforschung (Mülheim, Germany), before subsequently returning to ETH Zürich as a Professor in 2018. He is currently Full Professor of Synthetic Organic Chemistry and heads the Institute of Organic Chemistry (Laboratorium für Organische Chemie) at ETH Zürich.

研究领域

The Morandi Lab has a fundamental interest in developing innovative synthetic methodologies for applications across the molecular sciences, with a particular interest in establishing new concepts in catalysis. An interdisciplinary approach drawing from the areas of organic synthesis, organometallic chemistry, supramolecular chemistry and inorganic chemistry is used to rationally design innovative catalytic solutions to major synthetic challenges in organic chemistry and polymer sciences. Shuttle Catalysis Catalytic reversible reactions, such as alkene metathesis and transfer hydrogenation, have had an auspicious impact on the molecular sciences. We are currently developing “shuttle catalysis” reactions that parallel the mechanism of transfer hydrogenation through the reversible transfer of chemical moieties beyond hydrogen, to address synthetically relevant challenges in catalysis and provide new disconnections for synthetic chemists. Aliphatic C–O Bond Activation The alcohol group is one the most widespread functional groups in organic synthesis. Additionally, alcohols are ubiquitous in renewable feedstocks, such as carbohydrate derivatives. Therefore, methods for the transformation and functionalization of alcohols are in high demand in synthesis. The research area “aliphatic C–O bond activation” targets the development of novel transformations employing alcohol derivatives as starting materials, with a particular emphasis on the selective functionalization of polyol derivatives. Direct Catalytic Synthesis of Unprotected Amines The formation of C–N bonds is one of the major challenges in the preparation of bioactive molecules. The direct catalytic amination of hydrocarbons is an attractive approach to address this challenge and has been the subject of intense research efforts. However, most of the methods developed thus far lead to the installation of a protected form of the versatile primary amine group, requiring additional and often challenging protecting group manipulations. In contrast, the research program “Direct Catalytic Synthesis of Unprotected Amines” circumvents the protecting group limitation by enabling a direct access to the desired primary amine. Besides its synthetic potential, this project also addresses a fundamental challenge in catalysis, namely the synthesis of unprotected functionalized molecules that are prone to deactivating coordination of metal catalysts.

近期论文

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Late-stage diversification of indole skeletons through nitrogen atom insertion Julia C. Reisenbauer§, Ori Green§, Allegra Franchino, Patrick Finkelstein, Bill Morandi* Science 2022, 377, 1104-1109 The advent of electrophilic hydroxylamine-derived reagents for the direct preparation of unprotected amines Valentina C. M. Gasser§, Szabolcs Makai§ and Bill Morandi * Chem. Commun., 2022, Mechanistic Investigation of the Nickel-Catalyzed Metathesis between Aryl Thioethers and Aryl Nitriles Philip Boehm§, Patrick Müller§, Patrick Finkelstein, Miguel A. Rivero-Crespo, Marc-Olivier Ebert, Nils Trapp, and Bill Morandi* J. Am. Chem. Soc. 2022, 144, 13096–13108 Pd-Catalyzed Direct Deoxygenative Arylation of Non-π-Extended Benzyl Alcohols with Boronic Acids via Transient Formation of Non-Innocent Isoureas Georgios Toupalas, Gianin Thomann, Lukas Schlemper, Miguel A. Rivero-Crespo, Hendrik L. Schmitt, and Bill Morandi* ACS Catal. 2022, 12, 8147–8154 Nickel-catalysed diversification of phosphine ligands by formal substitution at phosphorus Sven Roediger, Sebastian Leutenegger, Bill Morandi Chem. Sci. 2022, 13, 7914–7919 Palladium-Catalyzed Carbothiolation of Alkenes and Alkynes for the Synthesis of Heterocycles Tristan Delcaillau§, Hendrik L. Schmitt§, Philip Boehm, Eric Falk, and Bill Morandi* ACS Catal. 2022, 12, 6081–6091 Activity-Based Approach for Selective Molecular CO2 Sensing Ori Green§, Patrick Finkelstein§, Miguel A. Rivero-Crespo, Marius D. R. Lutz, Michael K. Bogdos, Michael Burger, Jean-Christophe Leroux, and Bill Morandi* J. Am. Chem. Soc. 2022, 144, 8717–8724 Non-innocent electrophiles unlock exogenous base-free coupling reactions Georgios Toupalas & Bill Morandi Nature Catalysis 2022, 5, 324-333 News & Views: Carbon–carbon bond formation in reverse Hongyu Zhong and Bill Morandi Nature Synthesis 2022, 1, 264-266 β-X vs. β-H Elimination. Selection Rules for Chemoselectivity Enabled by Mechanistic Studies Michael K. Bogdos, Olivera Stepanović, Alessandro Bismuto, Mauro G. Luraschi, Bill Morandi* ChemRxiv 2022 Development of an Operationally Simple, Scalable, and HCN-Free Transfer Hydrocyanation Protocol Using an Air-Stable Nickel Precatalyst Julia C. Reisenbauer, Benjamin N. Bhawal, Nicola Jelmini, and Bill Morandi* Org. Process Res. Dev. 2022, 26, 1165-1173 A Combined Spectroscopic and Computational Study on the Mechanism of Iron-Catalyzed Aminofunctionalization of Olefins Using Hydroxylamine Derived N–O Reagent as the “Amino” Source and “Oxidant”Sayanti Chatterjee*, Ingolf Harden, Giovanni Bistoni, Rebeca G. Castillo, Sonia Chabbra, Maurice van Gastel, Alexander Schnegg, Eckhard Bill, James A. Birrell, Bill Morandi, Frank Neese*, and Serena DeBeer* J. Am. Chem. Soc. 2022, 144, 2637-2656 Preparation of Recyclable and Versatile Porous Poly(aryl thioether)s by Reversible Pd-Catalyzed C–S/C–S Metathesis Miguel A. Rivero-Crespo, Georgios Toupalas, and Bill Morandi* J. Am. Chem. Soc. 2021, 143, 21331-21339 The Journey of Ni(I) Chemistry Alessandro Bismuto, Patrick Finkelstein, Patrick Müller, Bill Morandi Helv. Chim. Acta 2021, 104, e202100177. Nickel-Catalyzed Cyanation of Aryl Thioethers Tristan Delcaillau§, Adrian Woenckhaus-Alvarez§, and Bill Morandi* Org. Lett. 2021, 23, 18, 7018-7022. Catalytic Carbochlorocarbonylation of Unsaturated Hydrocarbons via C–COCl Bond Cleavage Elliott H. Denton§, Yong Ho Lee§, Sven Roediger, Philip Boehm, Maximillian Fellert and Bill Morandi* Angew. Chem. Int. Ed. 2021, 60, 23435-23443. One to Find Them All: A General Route to Ni(I)–Phenolate Species Alessandro Bismuto§, Patrick Müller§, Patrick Finkelstein, Nils Trapp, Gunnar Jeschke*, and Bill Morandi* J. Am. Chem. Soc. 2021 143, 10642–10648. Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange Philip Boehm§, Tristano Martini§, Yong Ho Lee, Bastien Cacherat, Bill Morandi* Angew. Chem. Int. Ed. 2021 60, 17211–17217. Nickel-Catalyzed Thiolation of Aryl Nitriles Tristan Delcaillau, Bill Morandi Chem. Eur. J. 2021, 27, 11823-11826 Shuttle Arylation by Rh(I) Catalyzed Reversible Carbon–Carbon Bond Activation of Unstrained Alcohols Marius D. R. Lutz, Valentina C. M. Gasser and Bill MorandiChem 2021, 7, 1108–1119. A Site-selective and Stereospecific Cascade Suzuki-Miyaura Annulation of Alkyl 1,2-Bisboronic Esters and 2,2’-Dihalo 1,1’-Biaryls Suzanne Willems, Georgios Toupalas, Julia C. Reisenbauer, and Bill Morandi Chem. Commun. 2021, 57, 3909.