Photoinduced Intermolecular Radical Hydroalkylation of Olefins via Ligated Boryl Radicals-Mediated Halogen Atom Transfer

Open Access
Authors
Publication date 12-07-2024
Journal Organic Letters
Volume | Issue number 26 | 27
Pages (from-to) 5839-5843
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
Abstract Light-mediated Halogen-Atom Transfer (XAT) has become a significant methodology in contemporary synthesis. Unlike α-aminoalkyl and silyl radicals, ligated boryl radicals (LBRs) have not been extensively explored as halogen atom abstractors. In this study, we introduce NHC-ligated boranes as optimal radical chain carriers for the intermolecular reductive radical hydroalkylation and hydroarylation of electron-deficient olefins by using direct UV-A light irradiation. DFT analysis allowed us to rationalize the critical role of the NHC ligand in facilitating efficient chain propagation.
Document type Article
Note cited By 0
Language English
Published at https://doi.org/10.1021/acs.orglett.4c02034
Other links https://www.scopus.com/inward/record.uri?eid=2-s2.0-85197445119&doi=10.1021%2facs.orglett.4c02034&partnerID=40&md5=fe122184318788481412baba7b30748c
Downloads
Supplementary materials
Permalink to this page
Back