Subphthalocyanine encapsulated within MIL-101(Cr)-NH 2 as a solar light photoredox catalyst for dehalogenation of α-haloacetophenones

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Abstract
Subphthalocyanine has been incorporated into a robust metal–organic framework having amino groups as binding sites. The resulting SubPc@MIL-101(Cr)-NH2 composite has a loading of 2 wt%. Adsorption of subphthalocyanine does not deteriorate host crystallinity, but decreases the surface area and porosity of MIL-101(Cr)-NH2. The resulting SubPc@MIL-101(Cr)-NH2 composite exhibits a 575 nm absorption band responsible for the observed photoredox catalytic activity under simulated sunlight irradiation for hydrogenative dehalogenation of α-haloacetophenones and for the coupling of α-bromoacetophenone and styrene. The material undergoes a slight deactivation upon reuse. In comparison to the case of phthalocyanines the present study is one of the few cases showing the use of subphthalocyanine as a photoredox catalyst, with its activity derived from site isolation within the MOF cavities.
Funding Information
  • Ministerio de Ciencia e Innovación (Severo Ochoa)
  • Ministerio de Ciencia e Innovación (RTI2018-098237-B-C21)
  • Generalitat Valenciana (Prometeo 2017-083)
  • Generalitat Valenciana (AICO/2019/214)
  • Fundación Ramón Areces
  • Ministerio de Ciencia, Innovación y Universidades (RTI 2018-099482-A-I00)
  • Research Executive Agency (H2020-MSCA-IF-2015)
  • Research Executive Agency (709023/ZESMO)
  • European Commission

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