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The reactions of a low-valent titanium(II) tetratolylporphyrin complex, (TTP)Ti( η 2 -PhC⋮CPh) ( 1 ), with various aromatic aldehydes or aryl ketones afforded the reductive coupling products Ti(IV) diolato complexes ( 2a − c, 3a − d ). Treatment of 1 with two different carbonyl compounds selectively produced cross-coupled diolato complexes ( 4a − d ). Interestingly, unreactive aliphatic aldehydes or ketones could be cross-coupled with aryl ketones. Reaction of 1 with benzil produced the enediolato complex (TTP)Ti[OC(Ph)C(Ph)O] ( 5 ). Putative η 2 -carbonyl complexes were observed in the reactions of 1 with benzaldehyde and p -chlorobenzaldehyde, and their implication in reaction mechanisms is discussed.
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Du et al. (2004) studied this question.
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