Direct C-H borylation of vinylporphyrins via copper catalysis
Evgeny S. Belyaev
1, 2
,
Grigory L Kozhemyakin
1, 2
,
Vladimir S Tyurin
1, 2
,
Victoria V Frolova
1, 2
,
Ivan S. Lonin
1, 2
,
Gelii V. Ponomarev
3, 4
,
Aleksey K Buryak
1, 2
,
Ilya A Zamilatskov
1, 2
Publication type: Journal Article
Publication date: 2022-02-10
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
35166755
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A method of direct borylation of vinyl-substituted porphyrinoids (porphyrins and chlorins) has been developed based on the copper catalyzed vinylic C-H activation. Ni(II) complexes of meso- and β-vinylporphyrinoids have been transformed to the corresponding pinacolboronated derivatives with good yields and high (E)-stereoselectivity. The method provides an easy and direct access to the valuable synthons which were shown to act as nucleophylic partners in the Suzuki cross-coupling building tetrapyrrole derivatives with π-conjugation through the carbon-carbon double bond.
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Metrics
11
Total citations:
11
Citations from 2024:
5
(45.45%)
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GOST
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Belyaev E. S. et al. Direct C-H borylation of vinylporphyrins via copper catalysis // Organic and Biomolecular Chemistry. 2022. Vol. 20. No. 9. pp. 1926-1932.
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Belyaev E. S., Kozhemyakin G. L., Tyurin V. S., Frolova V. V., Lonin I. S., Ponomarev G. V., Buryak A. K., Zamilatskov I. A. Direct C-H borylation of vinylporphyrins via copper catalysis // Organic and Biomolecular Chemistry. 2022. Vol. 20. No. 9. pp. 1926-1932.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1039/d1ob02005f
UR - https://xlink.rsc.org/?DOI=D1OB02005F
TI - Direct C-H borylation of vinylporphyrins via copper catalysis
T2 - Organic and Biomolecular Chemistry
AU - Belyaev, Evgeny S.
AU - Kozhemyakin, Grigory L
AU - Tyurin, Vladimir S
AU - Frolova, Victoria V
AU - Lonin, Ivan S.
AU - Ponomarev, Gelii V.
AU - Buryak, Aleksey K
AU - Zamilatskov, Ilya A
PY - 2022
DA - 2022/02/10
PB - Royal Society of Chemistry (RSC)
SP - 1926-1932
IS - 9
VL - 20
PMID - 35166755
SN - 1477-0520
SN - 1477-0539
ER -
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BibTex (up to 50 authors)
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@article{2022_Belyaev,
author = {Evgeny S. Belyaev and Grigory L Kozhemyakin and Vladimir S Tyurin and Victoria V Frolova and Ivan S. Lonin and Gelii V. Ponomarev and Aleksey K Buryak and Ilya A Zamilatskov},
title = {Direct C-H borylation of vinylporphyrins via copper catalysis},
journal = {Organic and Biomolecular Chemistry},
year = {2022},
volume = {20},
publisher = {Royal Society of Chemistry (RSC)},
month = {feb},
url = {https://xlink.rsc.org/?DOI=D1OB02005F},
number = {9},
pages = {1926--1932},
doi = {10.1039/d1ob02005f}
}
Cite this
MLA
Copy
Belyaev, Evgeny S., et al. “Direct C-H borylation of vinylporphyrins via copper catalysis.” Organic and Biomolecular Chemistry, vol. 20, no. 9, Feb. 2022, pp. 1926-1932. https://xlink.rsc.org/?DOI=D1OB02005F.