Synthesis and structural characterization of imines from 2,3-diphenylbutane-1,4-diamine and their ruthenium catalyzed transformation to bis-(1,3-dihydropyrrolone) derivatives

Autor: Thomas Elschner, Helmar Görls, Tobias Biletzki, Toni Neuwirth, Wolfgang Imhof
Jazyk: angličtina
Rok vydání: 2012
Předmět:
Zdroj: ARKIVOC, Vol 2012, Iss 3, Pp 457-469 (2012)
ISSN: 1551-7012
1551-7004
Popis: Diphenylbutane-1,4-diamine is prepared from 2,3-diphenylsuccinonitrile via the corresponding bis-acetamide. High level DFT-calculations show that the meso form of the diamine is stabilized by intramolecular hydrogen bo nds compared to the chiral stereoisomers. Imines are obtained in high yields by condensation of the diamine with the corresponding aldehydes. Two of the imines have been characterize d by X-ray diffraction. In both structures the meso form is observed. Imines derived from cinnamaldehyde derivatives are transformed to bis- γ-lactams by the ruthenium catalyzed reaction with C O and ethylene.
Databáze: OpenAIRE