Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 18, Pages 9675-9681Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01755
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Funding
- National Natural Science Foundation of China [21390400, 21421062]
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An acidity scale of triazolium-based N-heterocyclic carbene precursors was established by measuring 25 compounds' (10a-15b) equilibrium acidities in dimethyl sulfoxide (DMSO) solution using overlapping indicator method. The plc values ranged from 12.08 to 15.5, responding not only to the N-aryl motif; but also to the core structure. Excellent correlation was observed between the pK(a) values And the Hammett substituent constants (sigma(p)).
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