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 stud...

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Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 54; no. 36; pp. 10474 - 10477
Main Authors Taglang, Celine, Martinez-Prieto, Luis Miguel, del Rosal, Iker, Maron, Laurent, Poteau, Romuald, Philippot, Karine, Chaudret, Bruno, Perato, Serge, Lone, Anais Sam, Puente, Celine, Dugave, Christophe, Rousseau, Bernard, Pieters, Gregory
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 01.09.2015
Wiley Subscription Services, Inc
EditionInternational ed. in English
Subjects
Activation
Activation analysis
Chemical bonds
Chemistry
Chemistry, Multidisciplinary
Deuterium
Nanocatalysis
Nanoparticles
Physical Sciences
Ruthenium
Science & Technology
Selectivity
H BOND ACTIVATION
FUNCTIONALIZATION
C(SP)-H BONDS
ab initio calculations
CH activation
isotopic labeling
nanoparticles
HYDROGENATION
deuterium
AMINO-ACIDS
ARYLATION
REACTIVITY
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Summary: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 -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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201504554