4.8 Article

Carbazolic Porous Organic Framework as an Efficient, Metal-Free Visible-Light Photocatalyst for Organic Synthesis

期刊

ACS CATALYSIS
卷 5, 期 4, 页码 2250-2254

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.5b00025

关键词

photocatalysis; carbazole; porous organic framework; metal-free; heterogeneous catalysis

资金

  1. University of Nebraska-Lincoln
  2. Nebraska Center for Energy Sciences Research
  3. American Chemical Society Petroleum Research Fund [53678-DNI10]

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We report the visible-light-promoted photocatalytic activity of a highly porous carbazolic organic framework, Cz-POF-1, toward three prototypic organic transformations: net reductive dehalogenation of phenacyl bromide and its derivatives, net oxidative hydroxylation of arylboronic acids, and redox-neutral alpha-alkylation of aldehydes. We show that the extended p-conjugation in Cz-POF-1 enhances its visible light absorption, and the large porosity accelerates the reaction rate. For alpha-alkylation of aldehydes, Cz-POF-1 requires less strict reaction conditions and can be easily recovered and reused for up to 10 times. This work reveals a bright future for Cz-POFs as a new generation of metal-free photocatalysts for organic synthesis.

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