Nature Catalysis, volume 2, issue 2, pages 114-122
Dual-catalytic transition metal systems for functionalization of unreactive sites of molecules
Publication type: Journal Article
Publication date: 2019-01-07
Catalysis
Biochemistry
Process Chemistry and Technology
Bioengineering
Abstract
Catalytic reactions occur readily at the sites of starting materials that are both innately reactive and sterically accessible, or that are predisposed by a functional group amenable to direct a catalyst. However, selective reactions at unbiased sites of substrates remain challenging and typically require additional preactivation steps or the use of highly reactive reagents. Here we report dual-catalytic transition metal systems that merge a reversible activation cycle with a functionalization cycle, which together enable the functionalization of substrates at their inherently unreactive sites. By engaging the Ru- or Fe-catalysed equilibrium between an alcohol and an aldehyde, methods for Pd-catalysed β-arylation of aliphatic alcohols and Rh-catalysed γ-hydroarylation of allylic alcohols were developed. The mild conditions, functional group tolerance and broad scope (81 examples) demonstrate the synthetic applicability of the dual-catalytic systems. This work highlights the potential of the multicatalytic approach to address challenging transformations to circumvent multistep procedures and the use of highly reactive reagents in organic synthesis. The ability to functionalize normally unreactive sites in molecules opens up tremendous flexibility in synthesis design and structural modification, in addition to reducing the need for multiple steps or highly reactive reagents. Now, a dual-catalytic strategy, demonstrated with the methods for the β-arylation of aliphatic alcohols and for the enantioselective γ-hydroarylation of allylic alcohols, is reported for such reactions.
Top-30
Citations by journals
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1 publication, 1.39%
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SynOpen
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1 publication, 1.39%
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1 publication, 1.39%
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Israel Journal of Chemistry
1 publication, 1.39%
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1 publication, 1.39%
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1 publication, 1.39%
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1 publication, 1.39%
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Chemical Communications
1 publication, 1.39%
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1 publication, 1.39%
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Organometallics
1 publication, 1.39%
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1 publication, 1.39%
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1 publication, 1.39%
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1 publication, 1.39%
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Chemical Society Reviews
1 publication, 1.39%
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1 publication, 1.39%
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Journal of Physical Chemistry C
1 publication, 1.39%
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1 publication, 1.39%
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1 publication, 1.39%
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Communications Chemistry
1 publication, 1.39%
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Chemical Reviews
1 publication, 1.39%
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Citations by publishers
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5
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25
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35
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Wiley
34 publications, 47.22%
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American Chemical Society (ACS)
23 publications, 31.94%
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Elsevier
6 publications, 8.33%
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Royal Society of Chemistry (RSC)
4 publications, 5.56%
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Springer Nature
2 publications, 2.78%
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Thieme
1 publication, 1.39%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 1.39%
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5
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15
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25
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35
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Lichosyt D. et al. Dual-catalytic transition metal systems for functionalization of unreactive sites of molecules // Nature Catalysis. 2019. Vol. 2. No. 2. pp. 114-122.
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Lichosyt D., Zhang Y., Hurej K., Dydio P. Dual-catalytic transition metal systems for functionalization of unreactive sites of molecules // Nature Catalysis. 2019. Vol. 2. No. 2. pp. 114-122.
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TY - JOUR
DO - 10.1038/s41929-018-0207-1
UR - https://doi.org/10.1038/s41929-018-0207-1
TI - Dual-catalytic transition metal systems for functionalization of unreactive sites of molecules
T2 - Nature Catalysis
AU - Lichosyt, Dawid
AU - Zhang, Yang
AU - Hurej, Karolina
AU - Dydio, Paweł
PY - 2019
DA - 2019/01/07 00:00:00
PB - Springer Nature
SP - 114-122
IS - 2
VL - 2
SN - 2520-1158
ER -
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@article{2019_Lichosyt,
author = {Dawid Lichosyt and Yang Zhang and Karolina Hurej and Paweł Dydio},
title = {Dual-catalytic transition metal systems for functionalization of unreactive sites of molecules},
journal = {Nature Catalysis},
year = {2019},
volume = {2},
publisher = {Springer Nature},
month = {jan},
url = {https://doi.org/10.1038/s41929-018-0207-1},
number = {2},
pages = {114--122},
doi = {10.1038/s41929-018-0207-1}
}
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MLA
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Lichosyt, Dawid, et al. “Dual-catalytic transition metal systems for functionalization of unreactive sites of molecules.” Nature Catalysis, vol. 2, no. 2, Jan. 2019, pp. 114-122. https://doi.org/10.1038/s41929-018-0207-1.