Reductive Coupling Reactions of Carbonyl Compounds with a Low-Valent Titanium(II) Porphyrin Complex | Zendy

Guodong Du | Zendy; Gholam A. Mirafzal | Zendy; L. Keith Woo | Zendy

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Reductive Coupling Reactions of Carbonyl Compounds with a Low-Valent Titanium(II) Porphyrin Complex

Author(s) -

Guodong Du,

Gholam A. Mirafzal,

L. Keith Woo

Publication year - 2004

Publication title -

organometallics

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.231

H-Index - 172

eISSN - 1520-6041

pISSN - 0276-7333

DOI - 10.1021/om049686k

Subject(s) - chemistry , benzaldehyde , aryl , benzil , porphyrin , titanium , medicinal chemistry , coupling reaction , photochemistry , organic chemistry , catalysis , alkyl

The reactions of a low-valent titanium(II) tetratolylporphyrin complex, (TTP)Ti(η2-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 η2-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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