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Dodecahydrotriphenylene, a higher homologue of trindane chemoselectively undergoes unidirectional benzylic sp 3  C–H oxidation and the central benzene ring remains intact unlike that in trindane under similar reaction conditions.

rsc advances

Site-selective unidirectional benzylic sp3 C–H oxidation of dodecahydrotriphenylene with RuCl3–NaIO4: formation of benzylic ketones