Mechanistic Complexity in Organo–SOMO Activation†
James J. Devery III
Department of Chemistry, Lehigh University, Bethlehem, PA 18015 (USA), Fax: (+1) 610-758-6536 http://www.lehigh.edu/∼rof2/
Search for more papers by this authorJay C. Conrad
Merck Center for Catalysis, Princeton University, Princeton, NJ 08544 (USA)
Search for more papers by this authorDavid W. C. MacMillan Prof.
Merck Center for Catalysis, Princeton University, Princeton, NJ 08544 (USA)
Search for more papers by this authorRobert A. Flowers II Prof.
Department of Chemistry, Lehigh University, Bethlehem, PA 18015 (USA), Fax: (+1) 610-758-6536 http://www.lehigh.edu/∼rof2/
Search for more papers by this authorJames J. Devery III
Department of Chemistry, Lehigh University, Bethlehem, PA 18015 (USA), Fax: (+1) 610-758-6536 http://www.lehigh.edu/∼rof2/
Search for more papers by this authorJay C. Conrad
Merck Center for Catalysis, Princeton University, Princeton, NJ 08544 (USA)
Search for more papers by this authorDavid W. C. MacMillan Prof.
Merck Center for Catalysis, Princeton University, Princeton, NJ 08544 (USA)
Search for more papers by this authorRobert A. Flowers II Prof.
Department of Chemistry, Lehigh University, Bethlehem, PA 18015 (USA), Fax: (+1) 610-758-6536 http://www.lehigh.edu/∼rof2/
Search for more papers by this authorR.A.F. and D.W.C.M. are grateful to the National Institutes of Health (1R15M075960-01 and R01-GM093213-01) for support of this work.
Graphical Abstract
Nasse Chemie: „Organo-SOMO-Aktivierung“ ist ein komplizierter Prozess. Der Katalysator ist ohne H2O desaktiviert, und seine Konzentration wird durch 2 Äquiv. H2O konstant gehalten. Die kinetische Rolle von Cerammoniumnitrat (CAN) wird durch Phasentransfer maskiert, und seine begrenzte Löslichkeit wird durch zugegebenes H2O verbessert. Mechanistischen Studien zufolge erhöht die sorgfältige Zugabe von H2O zu getrockneten Reagentien die Reaktionseffizienz. TMS=Trimethylsilyl.
Supporting Information
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