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@article{1369915, author = {Martínek, Marek and Filipová, Lenka and Galeta, Juraj and Ludvíková, Lucie and Klán, Petr}, article_location = {WASHINGTON}, article_number = {19}, doi = {http://dx.doi.org/10.1021/acs.orglett.6b02367}, keywords = {DIELS-ALDER REACTIONS; CYCLOADDITION REACTIONS; BIOORTHOGONAL REACTIONS; LIVING CELLS; GENERATION; REACTIVITY; SIEBENRINGSYSTEMEN; BIOCONJUGATION; CYCLOHEPTYNES; BIOMOLECULES}, language = {eng}, issn = {1523-7060}, journal = {Organic Letters}, title = {Photochemical Formation of Dibenzosilacyclohept-4-yne for Cu-Free Click Chemistry with Azides and 1,2,4,5-Tetrazines}, url = {http://pubs.acs.org/doi/abs/10.1021/acs.orglett.6b02367}, volume = {18}, year = {2016} }
TY - JOUR ID - 1369915 AU - Martínek, Marek - Filipová, Lenka - Galeta, Juraj - Ludvíková, Lucie - Klán, Petr PY - 2016 TI - Photochemical Formation of Dibenzosilacyclohept-4-yne for Cu-Free Click Chemistry with Azides and 1,2,4,5-Tetrazines JF - Organic Letters VL - 18 IS - 19 SP - 4892-4895 EP - 4892-4895 PB - American Chemical Society SN - 15237060 KW - DIELS-ALDER REACTIONS KW - CYCLOADDITION REACTIONS KW - BIOORTHOGONAL REACTIONS KW - LIVING CELLS KW - GENERATION KW - REACTIVITY KW - SIEBENRINGSYSTEMEN KW - BIOCONJUGATION KW - CYCLOHEPTYNES KW - BIOMOLECULES UR - http://pubs.acs.org/doi/abs/10.1021/acs.orglett.6b02367 L2 - http://pubs.acs.org/doi/abs/10.1021/acs.orglett.6b02367 N2 - Photochemical generation of dibeniOsilacyclohept-4-yne 3 from the corresponding, cydopropenone 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 (Phi = 0.58-0.71) photoreleased from 1 and undergoes remarkably fast, selective, and high-yielding 1,3-dipolar cycloaddition with benzyl azide (similar to 20 M-1 s(-1)) or [4 + 2] inverse electron-demand Diels Alder reaction with 1,2,4,5-tetrazines (similar to 260 M-1 s(-1)) in both methanol and acetonitrile. ER -
MARTÍNEK, Marek, Lenka FILIPOVÁ, Juraj GALETA, Lucie LUDVÍKOVÁ a Petr KLÁN. Photochemical Formation of Dibenzosilacyclohept-4-yne for Cu-Free Click Chemistry with Azides and 1,2,4,5-Tetrazines. \textit{Organic Letters}. WASHINGTON: American Chemical Society, 2016, roč.~18, č.~19, s.~4892-4895. ISSN~1523-7060. Dostupné z: https://dx.doi.org/10.1021/acs.orglett.6b02367.
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