Organocatalytic Nucleophilic Substitutions and Sustainable Chemistry
Associated Research Group Prof. Peter Huy (University of Rostock)
Overview
Nucleophilic substitution (SN) reactions account to the most essential and frequently applied transformations in chemistry. Nevertheless, they are typically associated inevitably with the generation of unfavorable waste amounts and are therefore restricted by a poor sustainability and a poor cost-efficiency. Our research is dedicated towards the development of novel catalytic methods to improve functional group tolerance, selectivities and sustainability compared to conventional non-catalytic approaches. Additionally, these newly established protocols are applied in the synthesis of bioactive compounds such as pharmaceuticals and natural products. Eventually, mechanistic elucidations allow for a deepened understanding, which inspires further innovative developments.
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Literature:
P. H. Huy, S. Motsch, S. M. Kappler, “Formamides as Lewis Base Catalysts in SN-Reactions - Efficient Transformation of Alcohols into Chlorides, Amines and Ethers”, Angew. Chem. Int. Ed. 2016, 55, 10145-10149.
P. H. Huy, C. Mbouhom, “Formamide Catalyzed Activation of Carboxylic Acid Chlorides: Versatile and Cost-Efficient Amidation and Esterification“, Chem. Sci. 2019, 10, 7399-7406.
C. Kohlmeyer, S. Schäfer,* P. H. Huy,* G. Hilt,* "Formamide-Catalyzed Nucleophilic Substitutions: Mechanistic Insight and Rationalization of Catalytic Activity", ACS Catalysis 2020, 10, 11567-11577
B. Zoller, J. Zapp, P. H. Huy, "Rapid Organocatalytic Formation of Carbon Monoxide: Application towards Carbonylative Cross Couplings", Chem. Eur. J. 2020, 226, 9632-9638.
P. H. Huy, "Lewis Base Catalysis Promoted Nucleophilic Substitutions - Recent Advances and Future Directions", Eur. J. Org. Chem. 2020, 10-27.
