Corrigendum to: Chemoselectivity of Tertiary Azides in Strain-Promoted Alkyne-Azide Cycloadditions (Chemistry – A European Journal, (2019), 25, 3, (754-758), 10.1002/chem.201805215)

Dennis Svatunek, Nicole Houszka, Trevor A. Hamlin, F. Matthias Bickelhaupt, Hannes Mikula

Research output: Contribution to journalComment/debate

2 Citations (Scopus)

Abstract

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).

Original languageEnglish
Article numbere202200414
JournalChemistry - A European Journal
Volume28
Issue number19
DOIs
Publication statusPublished - 1 Apr 2022

Keywords

  • activation strain model
  • bioorthogonal chemistry
  • click chemistry
  • computational chemistry
  • kinetics

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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