Evidence map›Paper›PMID 36397938›Full record

ArticleMacromolecules2022

Isocyanate-Free Polyurea Synthesis via Ru-Catalyzed Carbene Insertion into the N-H Bonds of Urea.

Felix J de Zwart, Petrus C M Laan, Nicole S van Leeuwen, Eduard O Bobylev, Erika R Amstalden van Hove, Simon Mathew, Ning Yan, Jitte Flapper, Keimpe J van den Berg, Joost N H Reek and 1 more

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Article in Macromolecules, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing papers in PubMed
1.1field-weighted citation impact, top 25% 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

4 citing papers in PubMed, 10 citations in OpenAlex.

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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

11 authors at 3 institutions in 1 country.

Felix J de ZwartHomogeneous, Supramolecular and Bio-Inspired Catalysis Group, van 't Hoff Institute for Molecular Sciences (HIMS), University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands.ORCID https://orcid.org/0000-0002-0981-1120
Petrus C M LaanHomogeneous, Supramolecular and Bio-Inspired Catalysis Group, van 't Hoff Institute for Molecular Sciences (HIMS), University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands.
Nicole S van LeeuwenHomogeneous, Supramolecular and Bio-Inspired Catalysis Group, van 't Hoff Institute for Molecular Sciences (HIMS), University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands.ORCID https://orcid.org/0000-0002-9952-6736
Eduard O BobylevHomogeneous, Supramolecular and Bio-Inspired Catalysis Group, van 't Hoff Institute for Molecular Sciences (HIMS), University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands.
Erika R Amstalden van HoveAmsterdam Institute for Life and Environment, Environmental and Health, Free University of Amsterdam, 1081 HV Amsterdam, The Netherlands.
Simon MathewHomogeneous, Supramolecular and Bio-Inspired Catalysis Group, van 't Hoff Institute for Molecular Sciences (HIMS), University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands.ORCID https://orcid.org/0000-0003-2480-3222
Ning YanHomogeneous, Supramolecular and Bio-Inspired Catalysis Group, van 't Hoff Institute for Molecular Sciences (HIMS), University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands.ORCID https://orcid.org/0000-0001-6677-7507
Jitte FlapperAkzo Nobel Decorative Coatings B.V., Rijksstraatweg 31, 2171 AJ Sassenheim, The Netherlands.
Keimpe J van den BergAkzo Nobel Car Refinishes B.V., Rijksstraatweg 31, 2171 AJ Sassenheim, The Netherlands.
Joost N H ReekHomogeneous, Supramolecular and Bio-Inspired Catalysis Group, van 't Hoff Institute for Molecular Sciences (HIMS), University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands.ORCID https://orcid.org/0000-0001-5024-508X
Bas de BruinHomogeneous, Supramolecular and Bio-Inspired Catalysis Group, van 't Hoff Institute for Molecular Sciences (HIMS), University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands.ORCID https://orcid.org/0000-0002-3482-7669
Institute for Atomic and Molecular Physics · NLAkzoNobel (Netherlands) · NLUniversity of Amsterdam · NL

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Polyureas have widespread applications due to their unique material properties. Because of the toxicity of isocyanates, sustainable isocyanate-free routes to prepare polyureas are a field of active research. Current routes to isocyanate-free polyureas focus on constructing the urea moiety in the final polymerizing step. In this study we present a new isocyanate-free method to produce polyureas by Ru-catalyzed carbene insertion into the N-H bonds of urea itself in combination with a series of bis-diazo compounds as carbene precursors. The mechanism was investigated by kinetics and DFT studies, revealing the rate-determining step to be nucleophilic attack on a Ru-carbene moiety by urea. This study paves the way to use transition-metal-catalyzed reactions in alternative routes to polyureas.

Identifiers

PMID36397938
PMCPMC9648342
OpenAlexW4306663852

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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.