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Yes indeed, radical additions to arene-Cr(CO)3 complexes are possible. Treatment of the chiral complex 1 with SmI2 gives tricycle 2 selectively by a 5-endo-trig radical cyclization; dihydro-1 is converted into the demethoxylated complex 3. In the latter case the ketyl radical adds directly to the complexed arene.
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Schmalz et al. (1995) studied this question.
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