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Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation

Research output: Contribution to Journal/Magazine › Journal article › peer-review

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Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation. / Britton, Luke; Docherty, Jamie H.; Dominey, Andrew P. et al.
In: Molecules, Vol. 25, No. 4, 905, 18.02.2020.

Research output: Contribution to Journal/Magazine › Journal article › peer-review

Harvard

Britton, L, Docherty, JH, Dominey, AP & Thomas, SP 2020, 'Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation', Molecules, vol. 25, no. 4, 905. https://doi.org/10.3390/molecules25040905

APA

Britton, L., Docherty, J. H., Dominey, A. P., & Thomas, S. P. (2020). Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation. Molecules, 25(4), Article 905. https://doi.org/10.3390/molecules25040905

Vancouver

Britton L, Docherty JH, Dominey AP, Thomas SP. Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation. Molecules. 2020 Feb 18;25(4):905. doi: 10.3390/molecules25040905

Author

Britton, Luke ; Docherty, Jamie H. ; Dominey, Andrew P. et al. / Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation. In: Molecules. 2020 ; Vol. 25, No. 4.

Bibtex

@article{c5a58d51dd4e41e88db9d2aeb2bfd6b8,
title = "Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation",
abstract = "Arene C(sp2)-H bond borylation reactions provide rapid and efficient routes to synthetically versatile boronic esters. While iridium catalysts are well established for this reaction, the discovery and development of methods using Earth-abundant alternatives is limited to just a few examples. Applying an in situ catalyst activation method using air-stable and easily handed reagents, the iron-catalysed C(sp2)-H borylation reactions of furans and thiophenes under blue light irradiation have been developed. Key reaction intermediates have been prepared and characterised, and suggest two mechanistic pathways are in action involving both C-H metallation and the formation of an iron boryl species.",
keywords = "Borylation, C-H functionalisation, Catalysis, Iron, Photochemistry, Pinacolborane",
author = "Luke Britton and Docherty, {Jamie H.} and Dominey, {Andrew P.} and Thomas, {Stephen P.}",
year = "2020",
month = feb,
day = "18",
doi = "10.3390/molecules25040905",
language = "English",
volume = "25",
journal = "Molecules",
issn = "1420-3049",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "4",

}

RIS

TY - JOUR

T1 - Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation

AU - Britton, Luke

AU - Docherty, Jamie H.

AU - Dominey, Andrew P.

AU - Thomas, Stephen P.

PY - 2020/2/18

Y1 - 2020/2/18

N2 - Arene C(sp2)-H bond borylation reactions provide rapid and efficient routes to synthetically versatile boronic esters. While iridium catalysts are well established for this reaction, the discovery and development of methods using Earth-abundant alternatives is limited to just a few examples. Applying an in situ catalyst activation method using air-stable and easily handed reagents, the iron-catalysed C(sp2)-H borylation reactions of furans and thiophenes under blue light irradiation have been developed. Key reaction intermediates have been prepared and characterised, and suggest two mechanistic pathways are in action involving both C-H metallation and the formation of an iron boryl species.

AB - Arene C(sp2)-H bond borylation reactions provide rapid and efficient routes to synthetically versatile boronic esters. While iridium catalysts are well established for this reaction, the discovery and development of methods using Earth-abundant alternatives is limited to just a few examples. Applying an in situ catalyst activation method using air-stable and easily handed reagents, the iron-catalysed C(sp2)-H borylation reactions of furans and thiophenes under blue light irradiation have been developed. Key reaction intermediates have been prepared and characterised, and suggest two mechanistic pathways are in action involving both C-H metallation and the formation of an iron boryl species.

KW - Borylation

KW - C-H functionalisation

KW - Catalysis

KW - Iron

KW - Photochemistry

KW - Pinacolborane

UR - http://www.scopus.com/inward/record.url?scp=85079555428&partnerID=8YFLogxK

U2 - 10.3390/molecules25040905

DO - 10.3390/molecules25040905

M3 - Journal article

C2 - 32085508

AN - SCOPUS:85079555428

VL - 25

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 4

M1 - 905

ER -