Electrochemically driven regioselective C-H phosphorylation of group 8 metallocenes.
basic_science · Level V
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- Record sourced from PubMed, PMID 35715392.
- Also identified by DOI 10.1038/s41467-022-31178-7 and PMC identifier 9206016.
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Abstract
Metallocenes are privileged backbones for synthesis and catalysis. However, the direct dehydrogenative C-H functionalization of unsymmetric metallocenes suffers from reactivity and selectivity issues. Herein, we report an electrochemically driven regioselective C-H phosphorylation of group 8 metallocenes. Mechanistic investigations indicate this dehydrogenative cross coupling occurs through an electrophilic radical substitution of the metallocene with a phosphoryl radical, facilitated by the metallocene itself. This work not only offers an efficient and divergent synthesis of phosphorylated metallocenes, but also provides a guide to interpret the reactivity and regioselectivity for the C-H functionalization of unsymmetric metallocenes.