The [Cp*(MeCN) 3 Ru(II)][PF 6 ] complex is an efficient catalyst precursor for the O ‐allylation of phenols with allylic chlorides in the presence of K 2 CO 3 under mild conditions. This ruthenium precursor affords branched allyl aryl ethers according to a regioselective reaction, which contrasts with the uncatalyzed nucleophilic substitution from the same substrates. Stable (η 3 ‐allyl)Ru(IV) cationic complexes resulting from the reaction of [Cp*(MeCN) 3 Ru][PF 6 ] with allylic halides were identified as intermediate catalytic species. An X‐ray structure determination of the complex [Cp*(MeCHCHCH 2 )(MeCN)RuBr][PF 6 ] disclosed an ( endo‐trans‐ MeCHCHCH 2 ) allylic ligand. The structural information obtained from the study of Cp*(allyl)Ru(IV) complexes indicated that electronic effects at the coordinated allylic ligand likely account for the better regioselectivity obtained from cinnamyl chloride as compared to aliphatic allylic chlorides.
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Mbaye et al. (2004) studied this question.
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