Noncovalent Interactions in Organocatalysis: Modulating Conformational Diversity and Reactivity in the MacMillan Catalyst†
Mareike C. Holland
Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Laboratorium für Organische Chemie, ETH Zürich (Switzerland)
Search for more papers by this authorShyeni Paul
Department Chemie, Ludwig-Maximilians-Universität München (Germany)
Search for more papers by this authorDr. W. Bernd Schweizer
Laboratorium für Organische Chemie, ETH Zürich (Switzerland)
Search for more papers by this authorDr. Klaus Bergander
Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Search for more papers by this authorDr. Christian Mück-Lichtenfeld
Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Search for more papers by this authorCorresponding Author
Dr. Sami Lakhdar
Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, 6 Boulevard Maréchal Juin, 14050 Caen (France)
Sami Lakhdar, Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, 6 Boulevard Maréchal Juin, 14050 Caen (France)
Ryan Gilmour, Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Search for more papers by this authorProf. Dr. Herbert Mayr
Department Chemie, Ludwig-Maximilians-Universität München (Germany)
Search for more papers by this authorCorresponding Author
Prof. Dr. Ryan Gilmour
Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Sami Lakhdar, Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, 6 Boulevard Maréchal Juin, 14050 Caen (France)
Ryan Gilmour, Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Search for more papers by this authorMareike C. Holland
Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Laboratorium für Organische Chemie, ETH Zürich (Switzerland)
Search for more papers by this authorShyeni Paul
Department Chemie, Ludwig-Maximilians-Universität München (Germany)
Search for more papers by this authorDr. W. Bernd Schweizer
Laboratorium für Organische Chemie, ETH Zürich (Switzerland)
Search for more papers by this authorDr. Klaus Bergander
Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Search for more papers by this authorDr. Christian Mück-Lichtenfeld
Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Search for more papers by this authorCorresponding Author
Dr. Sami Lakhdar
Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, 6 Boulevard Maréchal Juin, 14050 Caen (France)
Sami Lakhdar, Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, 6 Boulevard Maréchal Juin, 14050 Caen (France)
Ryan Gilmour, Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Search for more papers by this authorProf. Dr. Herbert Mayr
Department Chemie, Ludwig-Maximilians-Universität München (Germany)
Search for more papers by this authorCorresponding Author
Prof. Dr. Ryan Gilmour
Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Sami Lakhdar, Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, 6 Boulevard Maréchal Juin, 14050 Caen (France)
Ryan Gilmour, Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/gilmour/
Search for more papers by this authorWe acknowledge generous financial support from the WWU Münster, the DFG (SFB 749), and the ETH Zürich (ETH Independent Investigator Research Award to R.G.).
Graphical Abstract
Intriguing imidazolidinones! Inspired by noncovalent interactions in proteins, a series of electronically distinct MacMillan catalysts were designed. The effect of electronic modulation on ground state conformation, reactivity, and performance was studied in a catalytic setting with intriguing outcomes.
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