Generation of Cyclopentadiene for Diels–Alder Reactions by Visible‐Light Irradiation of Iron Sandwich Complexes
Publication type: Journal Article
Publication date: 2022-03-23
scimago Q2
wos Q3
SJR: 0.491
CiteScore: 3.0
Impact factor: 1.8
ISSN: 0018019X, 15222675
Catalysis
Organic Chemistry
Drug Discovery
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Cyclopentadienes readily undergo fast and selective Diels–Alder reactions which can be used for conjugation of biomolecules and polymers. Herein we present a new method for the photochemical generation of cyclopentadienes by the visible light irradiation of the iron complexes [(C5H4R)Fe(arene)]+. This reaction proceeds at room temperature, in water, and in the presence of potentially interfering amino acids. Free cyclopentadiene is trapped by dienophiles to give the corresponding Diels–Alder adducts in 72–95 % yield.
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Sokolov A. S. et al. Generation of Cyclopentadiene for Diels–Alder Reactions by Visible‐Light Irradiation of Iron Sandwich Complexes // Helvetica Chimica Acta. 2022. Vol. 105. No. 4.
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Sokolov A. S., Polezhaev A., Nelyubina Y. V., Perekalin D. S. Generation of Cyclopentadiene for Diels–Alder Reactions by Visible‐Light Irradiation of Iron Sandwich Complexes // Helvetica Chimica Acta. 2022. Vol. 105. No. 4.
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TY - JOUR
DO - 10.1002/hlca.202100246
UR - https://onlinelibrary.wiley.com/doi/10.1002/hlca.202100246
TI - Generation of Cyclopentadiene for Diels–Alder Reactions by Visible‐Light Irradiation of Iron Sandwich Complexes
T2 - Helvetica Chimica Acta
AU - Sokolov, Alexey S
AU - Polezhaev, Alexander
AU - Nelyubina, Yulia V.
AU - Perekalin, Dmitry S
PY - 2022
DA - 2022/03/23
PB - Wiley
IS - 4
VL - 105
SN - 0018-019X
SN - 1522-2675
ER -
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@article{2022_Sokolov,
author = {Alexey S Sokolov and Alexander Polezhaev and Yulia V. Nelyubina and Dmitry S Perekalin},
title = {Generation of Cyclopentadiene for Diels–Alder Reactions by Visible‐Light Irradiation of Iron Sandwich Complexes},
journal = {Helvetica Chimica Acta},
year = {2022},
volume = {105},
publisher = {Wiley},
month = {mar},
url = {https://onlinelibrary.wiley.com/doi/10.1002/hlca.202100246},
number = {4},
doi = {10.1002/hlca.202100246}
}