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November 11, 2016Angewandte Chemie International Edition344 citations

Photocatalytic C−C Bond Cleavage and Amination of Cycloalkanols by Cerium(III) Chloride Complex

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JGJingjing GuoAHAnhua HuYCYilin Chen

Key Points

  • To develop a visible-light-induced catalytic methodology for the cleavage and amination of carbon-carbon bonds in unstrained cycloalkanols using a cerium(III) complex.
  • Employed a cerium(III) chloride complex as a visible-light photoredox catalyst under mild reaction conditions.
  • Applied the catalytic reaction to diverse unstrained secondary and cyclic alcohol substrates.
  • Successfully achieved selective C–C bond cleavage and amination across a broad array of unstrained cycloalkanols.
  • Demonstrated the first catalytic protocol for simultaneous C–C bond functionalization and cleavage in unstrained secondary cycloalkanols.

Abstract

A general strategy for the cleavage and amination of C-C bonds of cycloalkanols has been achieved through visible-light-induced photoredox catalysis utilizing a cerium(III) chloride complex. This operationally simple methodology has been successfully applied to a wide array of unstrained cyclic alcohols, and represents the first example of catalytic C-C bond cleavage and functionalization of unstrained secondary cycloalkanols.

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Cite This Study

Guo et al. (2016) studied this question.

synapsesocial.com/papers/69dba16650e1971baba3c05ehttps://doi.org/10.1002/anie.201609035
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