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Strong hydrogen bonds in dicarboxylics acids and aromatics diamines.
Registro en:
Quimica Nova. Soc Brasileira Quimica, v. 23, n. 6, n. 812, n. 817, 2000.
0100-4042
WOS:000165784100015
Autor
Rodrigues, JAR
Institución
Resumen
A very short-strong hydrogen bond (<2 <Angstrom>, >20kcal/mol) is found in the monoanion of certain dicarboxylic acids derived from maleic and dialkylmalonic acids. Certain aromatic diamines that are known as proton sponge have exceptionally high basicity (pK(a)) and are only monoprotonated with strong acids like percloric acid. The closed proximity between the two basic centers provokes a strong steric interaction that is relieved upon protonation. Similar effects are found in dicarboxylic acids (hydrogen maleate and hydrogen dialkylmalonates) that present a very short distance between the two oxygens and a short-strong hydrogen bond. 23 6 812 817