Enantiospecific CH Activation Using Ruthenium Nanocatalysts
The activation of CH bonds has revolutionized modern synthetic chemistry. However, no general strategy for enantiospecific CH activation has been developed to date. We herein report an enantiospecific CH activation reaction followed by deuterium incorporation at stereogenic centers. Mechanistic s...
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Veröffentlicht in: | Angewandte Chemie International Edition 2015-09, Vol.54 (36), p.10474-10477 |
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Sprache: | eng |
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Zusammenfassung: | The activation of CH bonds has revolutionized modern synthetic chemistry. However, no general strategy for enantiospecific CH activation has been developed to date. We herein report an enantiospecific CH activation reaction followed by deuterium incorporation at stereogenic centers. Mechanistic studies suggest that the selectivity for the α‐position of the directing heteroatom results from a four‐membered dimetallacycle as the key intermediate. This work paves the way to novel molecular chemistry on nanoparticles.
Various compounds, such as amines, amino acids, or peptides, can undergo enantiospecific CH activation/deuteration in the presence of ruthenium nanocatalysts under mild conditions. Theoretical studies revealed a four‐membered dimetallacycle as the key intermediate and suggested that the collective motion of surface species can facilitate the CH activation step by modulating the local electronic structure. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.201504554 |