Imperial College London
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Professor Mark R. Crimmin

Faculty of Natural Sciences, Department of Chemistry

Professor of Organometallic Chemistry
 
 
 
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Contact

 

+44 (0)20 7594 2846m.crimmin Website

 
 
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Location

 

501NMolecular Sciences Research HubWhite City Campus

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Summary

 

Publications

Citation

BibTex format

@article{Garçon:2021:10.1002/anie.202014960,
author = {Garçon, M and Mun, NW and White, AJP and Crimmin, MR},
doi = {10.1002/anie.202014960},
journal = {Angewandte Chemie International Edition},
pages = {6145--6153},
title = {Palladium-catalysed C-H bond zincation of arenes: scope, mechanism, and the role of heterometallic intermediates},
url = {http://dx.doi.org/10.1002/anie.202014960},
volume = {60},
year = {2021}
}
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RIS format (EndNote, RefMan)

TY  - JOUR
AB  - Catalytic methods that transform C-H bonds into C-X bonds are of paramount importance in synthesis. A particular focus has been the generation of organoboranes, organosilanes and organostannanes from simple hydrocarbons (X=B, Si, Sn). Despite the importance of organozinc compounds (X=Zn), their synthesis by the catalytic functionalisation of C-H bonds remains unknown. Herein, we show that a palladium catalyst and zinc hydride reagent can be used to transform C-H bonds into C-Zn bonds. The new catalytic C-H zincation protocol has been applied to a variety of arenes-including fluoroarenes, heteroarenes, and benzene-with high chemo- and regioselectivity. A mechanistic study shows that heterometallic Pd-Zn complexes play a key role in catalysis. The conclusions of this work are twofold; the first is that valuable organozinc compounds are finally accessible by catalytic C-H functionalisation, the second is that heterometallic complexes are intimately involved in bond-making and bond-breaking steps of C-H functionalisation.
AU  - Garçon,M
AU  - Mun,NW
AU  - White,AJP
AU  - Crimmin,MR
DO  - 10.1002/anie.202014960
EP  - 6153
PY  - 2021///
SN  - 1433-7851
SP  - 6145
TI  - Palladium-catalysed C-H bond zincation of arenes: scope, mechanism, and the role of heterometallic intermediates
T2  - Angewandte Chemie International Edition
UR  - http://dx.doi.org/10.1002/anie.202014960
UR  - https://www.ncbi.nlm.nih.gov/pubmed/33275830
UR  - https://onlinelibrary.wiley.com/doi/10.1002/anie.202014960
UR  - http://hdl.handle.net/10044/1/86137
VL  - 60
ER  -
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