Year: 2025
Type: article
Abstract: A range of benzene and indole-fused carbocyclic molecules were accessed by the enantioselective C-H insertion of rhodium aryl/aryl carbenes. 1,4, 1,5, and 1,6 C-H insertion reactions are chemoselective for insertion into carbon centers appended with an electron-donating heteroatom. Examples include a range of ethers, a free hydroxyl group, and a range of nitrogen substituents, including basic amines. DFT calculations support a step-wise mechanism of this process and provide insight into the origin of both stereoselectivity and the preference for C-H versus O-H insertion.
Source: ACS Catalysis
Institution: University of Utah
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
Awards: G2108926458, G2250076308, G2506848500, G2816079016, REU Site: UC Davis Chemistry Research Experience for Undergraduates in Energy and Catalysis, Pushing the Limits of Reactivity Principles for Organic Reactions, G567070376, G6962853074, MRI: Acquisition of a Diffractometer for Research in Energy and Materials, CAS: Developing New Physical Organic Descriptors for Flexible, Large Catalyst Architectures, Synthesis of Diverse Natural Products and Complex Heterocycles with Donor/Donor Carbenoids, G986604221
OpenAlex ID: W4414090763