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Creators/Authors contains: "Zhao, Siling"

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  1. ; (, Organic Letters)
    Full Text Available 
  2. ; (, Catalysis Science & Technology)
    A review of metal-catalysed carbonylation reactions involving single-electron transfer mechanisms and organic radical intermediates is presented, emphasizing new avenues to carbonyl compounds that are enabled by this approach. Catalyst-induced, oxidant-induced, and photo-induced radical carbonylations are discussed, as are atom-transfer carbonylation chain processes. Collectively, this body of carbonylative coupling chemistry complements more traditional precious metal-based catalytic systems that engage in substrate carbonylation by two-electron pathways. 
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  3. ; (, Angewandte Chemie International Edition)
    Abstract We have developed a reductive carbonylation method by which unactivated alkyl iodides can be hydroxymethylated to provide one‐carbon‐extended alcohol products under Cu‐catalyzed conditions. The method is tolerant of alkyl β‐hydrogen atoms, is robust towards a wide variety of functional groups, and was applied to primary, secondary, and tertiary alkyl iodide substrates. Mechanistic experiments indicate that the transformation proceeds by atom‐transfer carbonylation (ATC) of the alkyl iodide followed in tandem by two CuH‐mediated reductions in rapid succession. This radical mechanism renders the Cu‐catalyzed system complementary to precious‐metal‐catalyzed reductive carbonylation reactions. 
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