Intra- and intermolecular N—H-.0 hydrogen bonds in pyrrolyl derivatives of indane-1,3-dione - experimental and theoretical study

摘要

2-(Pyrrol-2-ylmethylene)-1,3-indandione (4) and 2-(pyrrol-2-ylmethylene)-3-dicyanomethylidene-1 -indanone (5) weresynthesized. Multinuclear and 2D-NMR, IR, UV spectroscopic investigations as well as quantum chemical calculationsshowed the presence of strong hydrogen bonding in these molecules. For both molecules, the presence of twoconformers, with and without H-bond, was experimentally detected in the basic solvents (DMSO, acetone, pyridine)and the solvate complexes were theoretically calculated. Specific behavior of the intramolecular H-bonded complexesdifferent from that of the intermolecular H-complexes is discussed