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1,<i>n</i>-Bisborylalkanes via Radical Boron Migration

Dinghai Wang, Christian Mück‐Lichtenfeld, Armido Studer

2020Journal of the American Chemical Society83 citationsDOIOpen Access PDF

Abstract

-radical or via alkene perfluoroalkyl radical addition. It is shown that radical 1,2- and 1,4-boron migrations to provide geminal and 1,3-bisborylalkanes are efficient transformations. The 1,5-boron migration in the homologous series leading to 1,4-bisborylalkanes is also occurring, albeit with lower efficiency. Experimental results are supported by DFT calculations which also reveal the corresponding 1,3-boron migration in such diboronate complexes to be feasible.

Topics & Concepts

ChemistryBoronOrganic chemistryOrganoboron and organosilicon chemistryRadical Photochemical ReactionsCatalytic Cross-Coupling Reactions
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