66864-60-6Relevant articles and documents
Lewis acid-catalyzed one-pot, three-component route to chiral 3,3′-bipyrroles
Dey, Sumit,Pal, Churala,Nandi, Debkumar,Giri, Venkatachalam Sesha,Zaidlewicz, Marek,Krzeminski, Marek,Smentek, Lidia,Hess Jr., B. Andes,Gawronski, Jacek,Kwit, Marcin,Babu, N. Jagadeesh,Nangia, Ashwini,Jaisankar, Parasuraman
supporting information; experimental part, p. 1373 - 1376 (2009/04/10)
(Chemical Equation Presented) 3,3′-Bipyrroles 3 could be synthesized using a double Michael addition reaction involving diaroyl acetylene 1 and the appropriate 1,3-dicarbonyls 2 using ammonium acetate as a nitrogen source. The axial chirality of bipyrrole was anticipated from the X-ray crystal structure and DFT calculations and confirmed by separating the racemates on a chiral column and subsequent CD spectra of the enantiomers. The absolute configuration of the enantiomers was achieved by theoretical CD spectra calculation using the ZINDO method.