том 18 издание 19 страницы 4892-4895

Photochemical Formation of Dibenzosilacyclohept-4-yne for Cu-Free Click Chemistry with Azides and 1,2,4,5-Tetrazines

Тип публикацииJournal Article
Дата публикации2016-09-14
scimago Q1
wos Q1
БС1
SJR1.235
CiteScore8.7
Impact factor5
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
Photochemical generation of dibenzosilacyclohept-4-yne 3 from the corresponding cyclopropenone 1 and its copper-free click reactions are reported. Steady-state irradiation, kinetic, and transient absorption spectroscopy studies revealed that strained alkyne 3 is rapidly (<5 ns) and efficiently (Φ = 0.58-0.71) photoreleased from 1 and undergoes remarkably fast, selective, and high-yielding 1,3-dipolar cycloaddition with benzyl azide (∼20 M-1 s-1) or [4 + 2] inverse-electron-demand Diels-Alder reaction with 1,2,4,5-tetrazines (∼260 M-1 s-1) in both methanol and acetonitrile.
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Martínek M. et al. Photochemical Formation of Dibenzosilacyclohept-4-yne for Cu-Free Click Chemistry with Azides and 1,2,4,5-Tetrazines // Organic Letters. 2016. Vol. 18. No. 19. pp. 4892-4895.
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Martínek M., Filipová L., Galeta J., Ludvíková L., Klán P. Photochemical Formation of Dibenzosilacyclohept-4-yne for Cu-Free Click Chemistry with Azides and 1,2,4,5-Tetrazines // Organic Letters. 2016. Vol. 18. No. 19. pp. 4892-4895.
RIS |
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TY - JOUR
DO - 10.1021/acs.orglett.6b02367
UR - https://doi.org/10.1021/acs.orglett.6b02367
TI - Photochemical Formation of Dibenzosilacyclohept-4-yne for Cu-Free Click Chemistry with Azides and 1,2,4,5-Tetrazines
T2 - Organic Letters
AU - Martínek, Marek
AU - Filipová, Lenka
AU - Galeta, Juraj
AU - Ludvíková, Lucie
AU - Klán, Petr
PY - 2016
DA - 2016/09/14
PB - American Chemical Society (ACS)
SP - 4892-4895
IS - 19
VL - 18
PMID - 27624804
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
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@article{2016_Martínek,
author = {Marek Martínek and Lenka Filipová and Juraj Galeta and Lucie Ludvíková and Petr Klán},
title = {Photochemical Formation of Dibenzosilacyclohept-4-yne for Cu-Free Click Chemistry with Azides and 1,2,4,5-Tetrazines},
journal = {Organic Letters},
year = {2016},
volume = {18},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.orglett.6b02367},
number = {19},
pages = {4892--4895},
doi = {10.1021/acs.orglett.6b02367}
}
MLA
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Martínek, Marek, et al. “Photochemical Formation of Dibenzosilacyclohept-4-yne for Cu-Free Click Chemistry with Azides and 1,2,4,5-Tetrazines.” Organic Letters, vol. 18, no. 19, Sep. 2016, pp. 4892-4895. https://doi.org/10.1021/acs.orglett.6b02367.