Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 52, Pages 15767-15770Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201508659
Keywords
acidity; hydrogen bonds; hydrogen-bonding catalysts; organocatalysis; tetraalkylammonium salts
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Funding
- MEXT (Japan)
- JSPS
- Nagase Science and Technology Foundation
- Grants-in-Aid for Scientific Research [26220803, 26105731] Funding Source: KAKEN
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Although the hydrogen-bonding ability of the a hydrogen atoms on tetraalkylammonium salts is often discussed with respect to phase-transfer catalysts, catalysis that utilizes the hydrogen-bond-donor properties of tetraalkylammonium salts remains unknown. Herein, we demonstrate hydrogen-bonding catalysis with newly designed tetraalkylammonium salt catalysts in Mannich-type reactions. The structure and the hydrogen-bonding ability of the new ammonium salts were investigated by X-ray diffraction analysis and NMR titration studies.
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