Abstract
2-(Pyrrol-2-ylmethylene)-1,3-indandione (4) and 2-(pyrrol-2-ylmethylene)-3- dicyanomethylidene-1-indanone (5) were synthesized. Multinuclear and 2D-NMR, IR, UV spectroscopic investigations as well as quantum chemical calculations showed the presence of strong hydrogen bonding in these molecules. For both molecules, the presence of two conformers, 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 complexes different from that of the intermolecular H-complexes is discussed.
Original language | English |
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Pages (from-to) | 1178-1187 |
Number of pages | 10 |
Journal | Journal of Physical Organic Chemistry |
Volume | 22 |
Issue number | 12 |
DOIs | |
State | Published - 1 Dec 2009 |
Keywords
- Density functional theory
- Hydrogen bonds
- IR
- NMR spectroscopy
- Quantum chemical calculations
- UV
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry