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"DABCO and DMAP - Why Are They Different in Organocatalysis?" M. Baidya, S. Kobayashi, F. Brotzel, U. Schmidhammer, E. Riedle, and H. MayrAngewandte Chemie, Int. Ed. 46 , 6176 - 6179 (2007) Angewandte Chemie 119, 6288 - 6292 (2007) Abstract: What makes a good organocatalyst? DABCO (1,4-diazabicyclo[2.2.2]octane) is a thousandfold better nucleophile (k→) and at the same time a million times better leaving group (k←) than DMAP (4-(dimethylamino)pyridine). This apparent contradiction is resolved by consideration of the intrinsic reaction barriers. BMO authors (in alphabetic order): Eberhard Riedle Uli Schmidhammer Order Hardcopy  WWW-Version |