title: Lewis acid-catalyzed one-pot, three-component route to chiral 3,3'-bipyrroles.
abstract: 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.
authors.affiliation: Department of Chemistry, Indian Institute of Chemical Biology (Unit of CSIR), Jadavpur, Calcutta 700 032, India.
authors.forename: Sumit
authors.initials: S
authors.lastname: Dey
authors.forename: Churala
authors.initials: C
authors.lastname: Pal
authors.forename: Debkumar
authors.initials: D
authors.lastname: Nandi
authors.forename: Venkatachalam Sesha
authors.initials: VS
authors.lastname: Giri
authors.forename: Marek
authors.initials: M
authors.lastname: Zaidlewicz
authors.forename: Marek
authors.initials: M
authors.lastname: Krzeminski
authors.forename: Lidia
authors.initials: L
authors.lastname: Smentek
authors.forename: B Andes
authors.initials: BA
authors.lastname: Hess
authors.forename: Jacek
authors.initials: J
authors.lastname: Gawronski
authors.forename: Marcin
authors.initials: M
authors.lastname: Kwit
authors.forename: N Jagadeesh
authors.initials: NJ
authors.lastname: Babu
authors.forename: Ashwini
authors.initials: A
authors.lastname: Nangia
authors.forename: Parasuraman
authors.initials: P
authors.lastname: Jaisankar
mesh_terms: D002384:Catalysis; D002942:Circular Dichroism; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D011758:Pyrroles