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Single-atom Co–N–C catalyzes nitroarene azo coupling

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A self-supporting Co–N–C single-atom catalyst with a CoN4C8-1-2O2 site hydrogenatively couples nitroarenes to azo compounds.

Source

Single-atom dispersed Co-N-C catalyst: structure identification and performance for hydrogenative coupling of nitroarenes

Liu W, Zhang L, Yan W, et al. · Chemical science · 2016

doi.org/10.1039/c6sc02105kRead the full paper ↗202 citationscc by

Study at a glance

Design
Other — Co–N–C single-atom catalyst identification by STEM/XAS and nitroarene hydrogenation tests
N
Heterogeneous catalysis materials study — no sample N
Population
Co–N–C catalysts converting nitroarenes
Outcome
CoN4 site structure and azo-product yield/TOF

Structured fields used in claim comparison tables when every cited study has a complete layer.

What they did

Authors pyrolyzed Co(phen)2(OAc)2 on Mg(OH)2, leached the support, and identified the Co site with HAADF-STEM, XANES/EXAFS, XPS and DFT, then tested nitroarene hydrogenation.

What they found

Co is isolated as Co2+ in a CoN4C8-1-2O2 motif (four pyridinic N plus weakly bound axial O). Optimized conditions give 97% azo yield, TOF 35.9 h–1, alkene-tolerant chemoselectivity, and reuse.

The limits

What it doesn't show

No in-operando proof of the working hydrogenation cycle; TOF is slightly below some Au catalysts; acid-leached self-supporting films may not match supported industrial beds.

Key terms

Single-atom catalyst (SAC)
Catalyst in which metal sites are atomically isolated rather than clustered as nanoparticles.
Co–N–C
Cobalt and nitrogen co-modified carbon obtained by pyrolysis of N-ligand complexes.
XANES/EXAFS
X-ray absorption methods that report oxidation state and local coordination of the absorber.
Hydrogenative coupling
Reduction of nitroarenes that condenses them to azo (Ar–N=N–Ar) products.
TOF
Turnover frequency: converted molecules per active metal atom per unit time.

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Assigned Co active-site formula:

Common questions

What is the proposed Co site?

CoN4C8-1-2O2: Co bound to four pyridinic N with two weakly adsorbed axial oxygens.

How was the support removed?

Mg(OH)2/MgO was leached with nitric acid after 700 °C pyrolysis.

What is the headline azo yield?

97% isolated yield under 80 °C, 3 MPa H2, 1.5 h.

Why are alkenes spared?

ATR-IR/controls indicate the alkene does not adsorb on Co–N–C sites.

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