Evidence map›Paper›PMID 35759682›Full record

ArticleAngewandte Chemie (International ed. in English)2022

An Adaptive Rhodium Catalyst to Control the Hydrogenation Network of Nitroarenes.

Vishal Chugh, Basujit Chatterjee, Wei-Chieh Chang, Hanna H Cramer, Carsten Hindemith, Helena Randel, Thomas Weyhermüller, Christophe Farès, Christophe Werlé

Open access · hybridAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing papers in PubMed
3.5field-weighted citation impact, top 7% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

11 citing papers in PubMed, 32 citations in OpenAlex.

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  11. An Adaptive Rhodium Catalyst to Control the Hydrogenation Network of Nitroarenes.Angewandte Chemie (International ed. in English) · 2022
    Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

9 authors at 2 institutions in 1 country.

Vishal ChughMax Planck Institute for Chemical Energy Conversion, Stiftstr. 34-36, 45470, Mülheim an der Ruhr, Germany.ORCID http://orcid.org/0000-0002-3875-4962
Basujit ChatterjeeMax Planck Institute for Chemical Energy Conversion, Stiftstr. 34-36, 45470, Mülheim an der Ruhr, Germany.ORCID http://orcid.org/0000-0003-3539-089X
Wei-Chieh ChangMax Planck Institute for Chemical Energy Conversion, Stiftstr. 34-36, 45470, Mülheim an der Ruhr, Germany.ORCID http://orcid.org/0000-0002-2798-8907
Hanna H CramerMax Planck Institute for Chemical Energy Conversion, Stiftstr. 34-36, 45470, Mülheim an der Ruhr, Germany.ORCID http://orcid.org/0000-0001-7047-2511
Carsten HindemithMax Planck Institute for Chemical Energy Conversion, Stiftstr. 34-36, 45470, Mülheim an der Ruhr, Germany.ORCID http://orcid.org/0000-0001-7495-8930
Helena RandelMax Planck Institute for Chemical Energy Conversion, Stiftstr. 34-36, 45470, Mülheim an der Ruhr, Germany.ORCID http://orcid.org/0000-0003-1260-8913
Thomas WeyhermüllerMax Planck Institute for Chemical Energy Conversion, Stiftstr. 34-36, 45470, Mülheim an der Ruhr, Germany.ORCID http://orcid.org/0000-0002-0399-7999
Christophe FarèsMax-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.ORCID http://orcid.org/0000-0001-6709-5057
Christophe WerléMax Planck Institute for Chemical Energy Conversion, Stiftstr. 34-36, 45470, Mülheim an der Ruhr, Germany.ORCID http://orcid.org/0000-0002-2174-2148
Max Planck Institute for Chemical Energy Conversion · DEMax-Planck-Institut für Kohlenforschung · DE

Funding

Deutsche Forschungsgemeinschaft 90919832Max-Planck-GesellschaftStudienstiftung des Deutschen Volkes
6 · The paper itself

Abstract

An adaptive catalytic system that provides control over the nitroarene hydrogenation network to prepare a wide range of aniline and hydroxylamine derivatives is presented. This system takes advantage of a delicate interplay between a rhodium(III) center and a Lewis acidic borane introduced in the secondary coordination sphere of the metal. The high chemoselectivity of the catalyst in the presence of various potentially vulnerable functional groups and its readiness to be deployed at a preparative scale illustrate its practicality. Mechanistic studies and density functional theory (DFT) methods were used to shed light on the mode of functioning of the catalyst and elucidate the origin of adaptivity. The competition for interaction with boron between a solvent molecule and a substrate was found crucial for adaptivity. When operating in THF, the reduction network stops at the hydroxylamine platform, whereas the reaction can be directed to the aniline platform in toluene.

Indexed as

Adaptive CatalysisAnilinesHydrogenationHydroxylaminesNitroarenes

Identifiers

PMID35759682
PMCPMC9544374
OpenAlexW4283580005

What OpenQuestion holds

Textmetadata
LicenceCC BY
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.