ISSN:
0894-3230
Keywords:
Organic Chemistry
;
Physical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
Using the solvatochromic indicator method, a scale of solvent hydrogen-bond basicity, β1 (General), has been set up using a series of double regression equations, \documentclass{article}\pagestyle{empty}\begin{document}$$ \nu = \nu _0 + s\pi _1^* + b\beta _1 $$\end{document} for 11 aniline-type indicators. A similar solvent scale, β1 (Special), has been constructed by the homomorphic comparison method using only results by Laurence et al. on the indicators 4-nitroaniline and 4-nitro-N,N-dimethylaniline. Results are available from our previous work on a general solute scale, β2H, and we have also obtained a special solute scale, β2 (pKHB) from available log K values for hydrogen-bond complexation of bases with 4-fluorophenol in CCl4. However, the two solute β2 scales are virtually identical.It is shown that there is a general connection between β1(General) and β2H, with r = 0·9775 and s.d. = 0·05 for 32 compounds, and between β1(Special) and β2H, with r = 0·9776 and s.d. = 0·06 for the same 32 compounds. The latter correlation over 60 compounds yields r = 0·9684 and s.d. = 0·07. However, there are so many compounds in these regressions for which the differences in the solvent and solute β values are larger than the total expected error of 0·07 units that the use of β1 to predict β2 or vice versa is a very hazardous procedure. About 70 new β1 values obtained by the double regression method are also reported.
Additional Material:
6 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/poc.610020706
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