Gold(I) Carbenoids: On‐Demand Access to Gold(I) Carbenes in Solution

Chloromethylgold(I) complexes of phosphine, phosphite, and N‐heterocyclic carbene ligands are easily synthesized by reaction of trimethylsilyldiazomethane with the corresponding gold chloride precursors. Activation of these gold(I) carbenoids with a variety of chloride scavengers promotes reactivity...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2017-02, Vol.56 (7), p.1859-1863
Main Authors: Sarria Toro, Juan M., García‐Morales, Cristina, Raducan, Mihai, Smirnova, Ekaterina S., Echavarren, Antonio M.
Format: Article
Language:English
Subjects:
Benzene
Buchner reaction
Carbenes
carbenoids
Chemical synthesis
Chloride
Communication
Communications
cyclopropanation
Ethylene
Gold
Gold chloride
Phosphine
Scavengers
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Summary:Chloromethylgold(I) complexes of phosphine, phosphite, and N‐heterocyclic carbene ligands are easily synthesized by reaction of trimethylsilyldiazomethane with the corresponding gold chloride precursors. Activation of these gold(I) carbenoids with a variety of chloride scavengers promotes reactivity typical of metallocarbenes in solution, namely homocoupling to ethylene, olefin cyclopropanation, and Buchner ring expansion of benzene. Gold in the pocket: Activation of well‐defined gold(I) carbenoids LAuCH2Cl with chloride scavengers promotes reactivity typical of metallocarbenes in solution, namely homocoupling to form ethylene, olefin cycloproanation, and Buchner ring expansion of benzene.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201611705