A5040173890- Catalytic C–H Functionalization Methods
- Catalytic Cross-Coupling Reactions
- Radical Photochemical Reactions
- Cyclopropane Reaction Mechanisms
- Coordination Chemistry and Organometallics
- Engineering Education and Pedagogy
- Catalytic Alkyne Reactions
University of Wisconsin–Madison
2019-2025
University of Rochester
2016
University of New Haven
2013
A new method for the decarboxylative coupling of alkyl N-hydroxyphthalimide esters (NHP esters) with aryl iodides is presented. In contrast to previous studies that form radicals from carboxylic acid derivatives, no photocatalyst, light, or arylmetal reagent needed, only nickel and a reducing agent (Zn). Methyl, primary, secondary groups can all be coupled in good yield (77% ave yield). One an chloride also Stoichiometric reactions (dtbbpy)Ni(2-tolyl)I NHP ester show first time...
Protonation of C–M bonds and its microscopic reverse, metalation C–H bonds, are fundamental steps in a variety metal-catalyzed processes. As such, studies on protonation can shed light activation. We present here the rate protodemetalation (PDM) suite arylnickel(II) complexes with various acids that provide evidence for concerted, cyclic transition state PDM C–Ni demonstrate five-, six-, seven-membered states particularly favorable. Our data show while scales acidity many acids, several...
While 8-aryl-1-napthols are promising dye molecules and useful intermediates in the synthesis of polycyclic aromatic hydrocarbons, they can be difficult to access. A new, ruthenium-catalyzed method for peri-C–H arylation 1-naphthol with a variety aryl heteroaryl halides (iodides, bromides) is reported that overcomes limitations previous palladium-catalyzed approaches. Yields 21 examples range from 16 99%, an average 71%, reaction tolerates functional groups: pyridine, pyrimidine, primary...
Protonation of C–M bonds and its microscopic reverse, metalation C–H bonds, are fundamental steps in a variety metal-catalyzed processes. As such, studies on protonation can shed light activation. We present here the rate protodemetalation (PDM) suite arylnickel(II) complex-es with various acids that provide evidence for concerted, cyclic transition state PDM C–Ni demonstrate five, six, seven-membered states particularly favorable. Our data show while complexes scales acidity many acids,...
Abstract A new method for the decarboxylative coupling of alkyl N‐hydroxyphthalimide esters with aryl iodides is presented.
Protonation of C–M bonds and its microscopic reverse, metalation C–H bonds, are fundamental steps in a variety metal-catalyzed processes. As such, studies on protonation can shed light activation. We present here the rate protodemetalation (PDM) suite arylnickel(II) complex-es with various acids that provide evidence for concerted, cyclic transition state PDM C–Ni demonstrate five, six, seven-membered states particularly favorable. Our data show while complexes scales acidity many acids,...