TY - JOUR
T1 - Corrigendum to
T2 - Chemoselectivity of Tertiary Azides in Strain-Promoted Alkyne-Azide Cycloadditions (Chemistry – A European Journal, (2019), 25, 3, (754-758), 10.1002/chem.201805215)
AU - Svatunek, Dennis
AU - Houszka, Nicole
AU - Hamlin, Trevor A.
AU - Bickelhaupt, F. Matthias
AU - Mikula, Hannes
N1 - Publisher Copyright:
© 2022 Wiley-VCH GmbH.
PY - 2022/4/1
Y1 - 2022/4/1
N2 - In the published paper, the second-order rate constant of 5 with ADIBO (2) was underestimated due to a simple miscalculation. That is, the original second-order rate constant of 4.7×10−6 M−1 s−1 should actually be 4.7×10−3 M−1 s−1. All conclusions remain unaffected by this error as evidenced by the successful semiorthogonal labeling that was designed on the key findings described in this paper. Furthermore, all data emerging from the quantum chemical analyses is correct. The updated text, Figures 2 and S1, and the table on p. S13 of the Supporting Information are provided below. The authors apologize for this mistake. On page 755, the text stating “while we observed a rate of only 4.7×10−6 M−1 s−1 when reacting ADIBO with tertiary azide 5” should read “while we observed a rate of only 4.7×10−3 M−1 s−1 when reacting ADIBO with tertiary azide 5”. Figure 2. a) Azides and cyclooctynes used in the NMR kinetics studies; b) measured second-order rate constants (25 °C in CDCl3, n=3). Figure S1: Correlation between calculated ΔG≠ and experimental ln(k).
AB - In the published paper, the second-order rate constant of 5 with ADIBO (2) was underestimated due to a simple miscalculation. That is, the original second-order rate constant of 4.7×10−6 M−1 s−1 should actually be 4.7×10−3 M−1 s−1. All conclusions remain unaffected by this error as evidenced by the successful semiorthogonal labeling that was designed on the key findings described in this paper. Furthermore, all data emerging from the quantum chemical analyses is correct. The updated text, Figures 2 and S1, and the table on p. S13 of the Supporting Information are provided below. The authors apologize for this mistake. On page 755, the text stating “while we observed a rate of only 4.7×10−6 M−1 s−1 when reacting ADIBO with tertiary azide 5” should read “while we observed a rate of only 4.7×10−3 M−1 s−1 when reacting ADIBO with tertiary azide 5”. Figure 2. a) Azides and cyclooctynes used in the NMR kinetics studies; b) measured second-order rate constants (25 °C in CDCl3, n=3). Figure S1: Correlation between calculated ΔG≠ and experimental ln(k).
KW - activation strain model
KW - bioorthogonal chemistry
KW - click chemistry
KW - computational chemistry
KW - kinetics
UR - https://www.scopus.com/pages/publications/85126250552
U2 - 10.1002/chem.202200414
DO - 10.1002/chem.202200414
M3 - Comment/debate
C2 - 35285565
AN - SCOPUS:85126250552
SN - 0947-6539
VL - 28
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 19
M1 - e202200414
ER -