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Experimental findings reveal efficient halogen atom transfer and Giese addition using boryl radicals from amine carboxyborane.
Amine carboxyborane has been demonstrated as a novel precursor for amine-ligated boryl radicals. The anion of amine carboxyborane was effectively oxidized using a 5CzBN photocatalyst under blue LED light, with subsequent decarboxylation facilitating the generation of ligated boryl radicals. This process enabled an efficient halogen atom transfer (XAT) with alkyl bromides, resulting in Giese addition products with various electron-deficient double bonds. Moreover, direct addition of several boryl radicals was also possible using ligated carboxyboranes.
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Park et al. (2024) studied this question.
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