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Mechanochemical halogenation of unsymmetrically substituted azobenzenes.

ABSTRACT: The direct and selective mechanochemical halogenation of C-H bonds in unsymmetrically substituted azobenzenes using N-halosuccinimides as the halogen source under neat grinding or liquid-assisted grinding conditions in a ball mill has been described. Depending on the azobenzene substrate used, halogenation of the C-H bonds occurs in the absence or only in the presence of Pd^II catalysts. Insight into the reaction dynamics and characterization of the products was achieved by in situ Raman and ex situ NMR spectroscopy and PXRD analysis. A strong influence of the different 4,4'-substituents of azobenzene on the halogenation time and mechanism was found.

SUBMITTER: Barisic D

PROVIDER: S-EPMC9235908 | biostudies-literature |

REPOSITORIES: biostudies-literature

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