Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 49, Pages 17614-17617Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201503472
Keywords
ball-mill; green chemistry; mechanochemical reactions; N-heterocylic carbenes; silver; solvent-free reactions
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Funding
- Universite Montpellier
- CNRS
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The absence of solvent, associated with intensive mechanical agitation, allowed the first mechanosynthesis of high-value silver(I)-carbene complexes and the corresponding N, N-dialkylimidazolium precursors. This procedure gave outstanding results in terms of yield and reaction time, when compared to solution-based conditions previously described in literature, and was generalized to unprecedented compounds. Silver(I)-carbene complexes could either be obtained from N, N-dialkylimidazolium salts or directly from imidazole and alkyl halides in a one-pot two-step procedure without isolating the imidazolium intermediate. Additionally, an efficient one-pot three-step sequence, including imidazole alkylation, silver metalation, and transmetalation is reported.
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