Journal
ACS CATALYSIS
Volume 8, Issue 7, Pages 5901-5906Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.8b01193
Keywords
nanoporous gold catalysis; methylenecyclopropanes; distal bond cleavage; diboration; trimethylenemethane
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Funding
- JSPS KAKENHI [JP16H01000]
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We have demonstrated that nanoporous gold (AuNPore) is an efficient catalyst to promote the selective diboration of methylenecyclopropanes (MCPs) in a heterogeneous manner. Notably, the diboration takes place via a regioselective cleavage of the distal bond of the cyclopropane ring exclusively by AuNPore without using any additives. The experimental results and computational studies of the mechanism indicate that the present diboration proceeds through the formation of a relatively stable trimethylenemethane intermediate on the AuNPore surface with increased negative charges on trimethylene carbons, giving rise to the subsequent diboration selectively.
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