e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Displacement of protomeric equilibriums by self-association: hydroxypyridine-pyridone and mercaptopyridine-thiopyridone isomer pairs
P Beak, JB Covington, SG Smith…
Index: Beak, Peter; Covington, Johnny B.; Smith, Stanley G.; White, J. Matthew; Zeigler, John M. Journal of Organic Chemistry, 1980 , vol. 45, # 8 p. 1354 - 1362
These results provide quantitative evidence for significant differences in the positions of protomeric equilibria for self-associated and monomeric species. The 2-substituted isomers are associated as well-known dimers while the 4-substituted systems form oligomers. In polar and hydrogen-bonding solvents self-association is substantially reduced. Sterically hindered 2- and 4-pyridones are less associated than unhindered systems. The implication of these ...