title: Reductive dimerization of alkylidenemalonates using samarium(II) diiodide and 1H-NMR behavior of the dimers, 2,3-diaryl-1,1,4,4-butanetetracarboxylates.
abstract: Alkylidenemalonates were readily dimerized in the presence of SmI2 to give 2,3-disubstituted 1,1,4,4-butanetetracarboxylates as mixtures of meso and racemic isomers in moderate to good yields. The structure of the less polar isomer of tetraethyl 2,3-diphenyl-1,1,4,4-butanetetracarboxylate was determined by X-ray crystallographic analysis to be the meso form. Characteristic 1H-NMR behavior of the meso and racemic isomers is also discussed.
authors.affiliation: Kyoto Pharmaceutical University, Japan. yamasita@mb.kyoto-phu.ac.jp
authors.forename: M
authors.initials: M
authors.lastname: Yamashita
authors.forename: K
authors.initials: K
authors.lastname: Okuyama
authors.forename: I
authors.initials: I
authors.lastname: Kawasaki
authors.forename: S
authors.initials: S
authors.lastname: Nakamura
authors.forename: R
authors.initials: R
authors.lastname: Nagamine
authors.forename: T
authors.initials: T
authors.lastname: Tsujita
authors.forename: S
authors.initials: S
authors.lastname: Ohta
mesh_terms: D002073:Butanes / Q000138:chemical synthesis* / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D018360:Crystallography, X-Ray; D019281:Dimerization; D007202:Indicators and Reagents; D007454:Iodides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008314:Malonates / Q000737:chemistry*; D015394:Molecular Structure; D012493:Samarium / Q000737:chemistry*
chemical_list: D002073:Butanes; D002264:Carboxylic Acids; D007202:Indicators and Reagents; D007454:Iodides; D008314:Malonates; D012493:Samarium; C409809:samarium diiodide