title: Ab initio Hartree-Fock investigation of 1-H-pyrrolo[3,2-b]pyridine-3-yl acetic acid.
abstract: The potential energy surface of 1-H-pyrrolo[3,2-b]pyridine-3-yl acetic acid has been investigated via RIIF/6-31G* calculations. The stationary points and reaction paths for syn orientation of the COOH group were determined and are compared with those of the derivatives of 3-indole acetic acid, which act as plant growth hormones. 1-H-pyrrolo[3,2-b]pyridine-3-yl acetic acid forms a kinetically stable conformer with a strong intramolecular hydrogen bond, in which the COOH group is in anti orientation. The influence of this hydrogen bond on bond lengths and vibration frequencies is described.
authors.affiliation: Institut für Physikalische und Theoretische Chemie, Technische Universitat Graz, Austria. ramek@ptc.tu-graz.ac.at
authors.forename: M
authors.initials: M
authors.lastname: Ramek
authors.forename: S
authors.initials: S
authors.lastname: Tomić
mesh_terms: D000085:Acetates / Q000737:chemistry*; D055592:Biophysical Phenomena; D001703:Biophysics; D006860:Hydrogen Bonding; D007210:Indoleacetic Acids / Q000737:chemistry; D008024:Ligands; D008956:Models, Chemical; D011725:Pyridines / Q000737:chemistry*
chemical_list: C413877:1H-pyrrolo(2,3-b)pyridine-3-acetic acid; D000085:Acetates; D007210:Indoleacetic Acids; D008024:Ligands; D011725:Pyridines; C030737:indoleacetic acid