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First Characterization of a Titanium Enolate Radical Cation in Solution: Carbon–Carbon Bond Formation and the Kinetics of the Mesolytic TiO Bond Cleavage
Author(s) -
Schmittel Michael,
Söllner Rolf
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199621071
Subject(s) - electrophile , titanium , bond cleavage , kinetics , chemistry , cleavage (geology) , hydrolysis , decomposition , carbon fibers , photochemistry , organic chemistry , materials science , composite number , catalysis , physics , quantum mechanics , fracture (geology) , composite material
Unusually stable against hydrolysis is the titanium enolate 1a (R 1 , R 2 = Mes, R 3 = H), which can be stored in air for three months without any decomposition and leads, after one‐electron oxidation, to the first titanium enolate radical cation characterized in solution. These novel electrophiles undergo Ti – O bond cleavage and C – C bond formation, for example in the synthesis of 2 from titanium enolate 1b (R 1 = H, R 2 = Me, R 3 = Ph).