Gram-Scale Hydrogenation Transformation of 3a
Chromium- and Cobalt-Catalyzed, Regiocontrolled Hydrogenation of Polycyclic Aromatic Hydrocarbons A Combined Experimental and Theoretical Study
Scheme 4
The chromium- and cobalt- catalyzed hydrogenations are scalable and can be performed on 10 mmol scale to give 71% yield of 2a and 85% yield of 3a, respectively (Scheme 4a). Importantly, the hydrogenation product 3a can be modified, offering a route to prepare tetrabromo and carboxyl-substituted derivatives 4 and 5 via bromination and oxidation (Scheme 4b).
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