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A Nickel-Doped Dehydrobenzoannulene-Based Two-Dimensional Covalent Organic Framework for the Reductive Cleavage of Inert Aryl C-S Bonds

W Karl Haug, Eric R Wolfson, Blake T Morman, Christine M Thomas, Psaras L McGrier

J Am Chem Soc. 2020 Mar 25;142(12):5521-5525.

PMID: 32163282

Abstract:

The development of metalated covalent organic frameworks (COFs) is useful for generating recyclable catalytic systems for practical applications. Herein, we report the synthesis, characterization, and catalytic properties of an azine-linked two-dimensional (2D) COF containing nickel-doped dehydrobenzoannulene (DBA) units. We demonstrate that Ni-DBA-2D-COF can be used to reductively cleave the aryl C-S bonds of several organosulfur compounds utilizing dimethylethylsilane as the reducing agent. The Ni-DBA-2D-COF catalytic system displays excellent recyclability and good yields. This work highlights a rare example of utilizing metalated DBA complexes to perform catalytic transformations.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP758214 Dimethylethylsilane Dimethylethylsilane 758-21-4 Price
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