Selective Heterogeneous C-H Activation/Halogenation Reactions Catalyzed by Pd@MOF Nanocomposites

Vlad Pascanu; Fabian Carson; Marta Vico Solano; Jie Su; Xiaodong Zou; Magnus J Johansson; Belén Martín-Matute

doi:10.1002/chem.201502918

Selective Heterogeneous C-H Activation/Halogenation Reactions Catalyzed by Pd@MOF Nanocomposites

Chemistry. 2016 Mar 7;22(11):3729-37. doi: 10.1002/chem.201502918. Epub 2015 Oct 20.

Authors

Vlad Pascanu^{1

2}, Fabian Carson^{3

2}, Marta Vico Solano^{1

2}, Jie Su^{3

2}, Xiaodong Zou^{3

2}, Magnus J Johansson⁴, Belén Martín-Matute^{5

6}

Affiliations

¹ Department of Organic Chemistry, Stockholm University, Stockholm, 10691, Sweden.
² Berzelii Center EXSELENT on Porous Materials, Stockholm University, Stockholm, 10691, Sweden.
³ Department of Materials and Environmental Chemistry, Stockholm University, Stockholm, 10691, Sweden.
⁴ CVMD iMed, Medicinal Chemistry, AstraZeneca R&D, Mölndal, 43183, Sweden.
⁵ Department of Organic Chemistry, Stockholm University, Stockholm, 10691, Sweden. [email protected].
⁶ Berzelii Center EXSELENT on Porous Materials, Stockholm University, Stockholm, 10691, Sweden. [email protected].

PMID: 26481867
DOI: 10.1002/chem.201502918

Abstract

A directed heterogeneous C-H activation/halogenation reaction catalyzed by readily synthesized Pd@MOF nanocatalysts was developed. The heterogeneous Pd catalysts used were a novel and environmentally benign Fe-based metal-organic framework (MOF)(Pd@MIL-88B-NH2(Fe)) and the previously developed Pd@MIL-101-NH2(Cr). Very high conversions and selectivities were achieved under very mild reaction conditions and in short reaction times. A wide variety of directing groups, halogen sources, and substitution patterns were well tolerated, and valuable polyhalogenated compounds were synthesized in a controlled manner. The synthesis of the Pd-functionalized Fe-based MOF and the recyclability of the two catalysts are also presented.

Keywords: C−H activation; halogenation; heterogeneous catalysis; metal-organic frameworks; nanocatalysts.

Publication types

Research Support, Non-U.S. Gov't