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In Situ Generation of Radical Initiators: Air Stable Amine-Borane Complexes Promote Atom Transfer Radical Additions of Alkyl Halides to Alkenes

preprint
submitted on 23.11.2020, 13:37 and posted on 24.11.2020, 05:04 by Virginie Liautard, Marine Delgado, Boris Colin, Laurent Chabaud, Guillaume Michaud, Mathieu Pucheault
Despite their instability, carbon-centered radicals have been involved as intermediates in many organic transformations that are essential to mankind. Radical polymerization,1-5 for example, provides a large part of polyacrylates and polystyrenes used as commodities in our everyday life. On a molecular level, the outcome of radical-mediated reactions is usually very different from those obtained via classical ionic based organic reactions. This is known since the 1930’s6 and has witnessed extensive developments such as radical cyclization or Atom Transfer Radical Additions (ATRA)7-9 . Radical processes10 typically begin with an initiation step in which the first radical species is created. It is eventually followed by one or several transfer steps which ultimately conduct to the formation of the main radical intermediate responsible for the reaction. The propagation steps of the radical chain are a succession of radical based transformations which, combined, outline the expected transformation.

History

Email Address of Submitting Author

mathieu.pucheault@u-bordeaux.fr

Institution

CNRS

Country

France

ORCID For Submitting Author

0000-0002-7001-2803

Declaration of Conflict of Interest

no conflict of interest.

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