title: Alkynes as Linchpins for the Additive Annulation of Biphenyls: Convergent Construction of Functionalized Fused Helicenes.
abstract: A new approach to fused helicenes is reported, where varied substituents are readily incorporated in the extended aromatic frame. From the alkynyl precursor, the final helical compounds are obtained under mild conditions in a two-step process, in which the final C-C bond is formed via a photochemical cyclization/ dehydroiodination sequence. The distortion of the π-system from planarity leads to unusual packing in the solid state. Computational analysis reveals that substituent incorporation perturbs geometries and electronic structures of these nonplanar aromatics.
authors.affiliation: Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL, 32310, USA.
authors.forename: Rana K
authors.identifier: 0000-0001-8783-8612
authors.initials: RK
authors.lastname: Mohamed
authors.affiliation: Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL, 32310, USA.
authors.forename: Sayantan
authors.initials: S
authors.lastname: Mondal
authors.affiliation: Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL, 32310, USA.
authors.forename: Joseph V
authors.initials: JV
authors.lastname: Guerrera
authors.affiliation: Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL, 32310, USA.
authors.forename: Teresa M
authors.initials: TM
authors.lastname: Eaton
authors.affiliation: Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL, 32310, USA.
authors.forename: Thomas E
authors.initials: TE
authors.lastname: Albrecht-Schmitt
authors.affiliation: Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL, 32310, USA.
authors.forename: Michael
authors.initials: M
authors.lastname: Shatruk
authors.affiliation: Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL, 32310, USA. alabugin@chem.fsu.edu.
authors.forename: Igor V
authors.initials: IV
authors.lastname: Alabugin
keywords: alkynes; helicenes; photocyclodehydroiodination