title: Synthesis and characterization of bis-cyclopropanated 1,3,5-tricarbonyl compounds. A combined synthetic, spectroscopic and theoretical study.
abstract: Bis-cyclopropanated 1,3,5-tricarbonyl compounds were prepared by a sequence of Claisen condensations and cyclopropanations. The optimization of the conditions proved to be very important to suppress retro-Claisen reactions. The conformation of these molecules was studied by experimental and computational methods. The syn/syn;syn/syn conformation is present for all derivatives. It is exclusively present in the case of the derivative containing a phenyl group located at the terminal carbon atom. In most cases, equilibria with other conformers are found.
authors.affiliation: Institut für Chemie, Universität Rostock, Albert Einstein Str. 3a, 18059, Rostock, Germany.
authors.forename: Thomas
authors.initials: T
authors.lastname: Rahn
authors.forename: Franziska
authors.initials: F
authors.lastname: Bendrath
authors.forename: Martin
authors.initials: M
authors.lastname: Hein
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Baumann
authors.forename: Haijun
authors.initials: H
authors.lastname: Jiao
authors.forename: Armin
authors.initials: A
authors.lastname: Börner
authors.forename: Alexander
authors.initials: A
authors.lastname: Villinger
authors.forename: Peter
authors.initials: P
authors.lastname: Langer
mesh_terms: D018360:Crystallography, X-Ray; D003521:Cyclopropanes / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D011789:Quantum Theory; D013237:Stereoisomerism
chemical_list: D003521:Cyclopropanes; D007659:Ketones