Optically active Ag(i): o-OPE helicates using a single homochiral sulfoxide as chiral inducer. Issue 36 (30th August 2019)

• Record Type: Journal Article
• Authors: Resa, Sandra; Reiné, Pablo; Álvarez de Cienfuegos, Luis; Guisán-Ceinos, Santiago; Ribagorda, María; Longhi, Giovanna; Mazzeo, Giuseppe; Abbate, Sergio; Mota, Antonio J.; Miguel, Delia; Cuerva, Juan M.
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 36(2019)
• Page Start: 8425
• Page End: 8434
• Publication Date: 2019-08-30
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob01573f
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Preferred-handed helical folding of OPEs achieved by just one chiral motif: changes in CD spectra after Ag(i ) complexation. Abstract : In this work we describe the ability of a simple enantiopure sulfoxide group to promote folding of oligo ortho -phenylene ethynylenes ( o -OPEs) with one helical sense. A family of foldamers with up to seven triple bonds was synthesized and fully characterized. Moreover, changes in structure and chiroptical properties caused by Ag(i ) coordination have been studied by NMR, UV, VCD and ECD measurements. Quantum mechanical DFT calculations support experimental results.