The hydrogen bond basicity scale pKHB(logarithm of the formation constant of 4-fluorophenol–base complexes in CCl4) has been measured for nitro-compounds. This thermodynamic basicity scale is correlated to a spectroscopic basicity scale. The Yukawa–Tsuno equation is obeyed in the nitroaromatics. We have shown that nitroenamines are the most basic nitro-compounds presently known and have hydrogen bond basicity comparable to tributylamine.
C. Laurence, M. Berthelot, M. Lucon and D. G. Morris, J. Chem. Soc., Perkin Trans. 2, 1994, 491 DOI: 10.1039/P29940000491
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