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

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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.

Graphical abstract: Optically active Ag(i): o-OPE helicates using a single homochiral sulfoxide as chiral inducer

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Supplementary files

Article information


Submitted
15 Jul 2019
Accepted
09 Aug 2019
First published
27 Aug 2019

Org. Biomol. Chem., 2019,17, 8425-8434
Article type
Paper

Optically active Ag(I): o-OPE helicates using a single homochiral sulfoxide as chiral inducer

S. Resa, P. Reiné, L. Álvarez de Cienfuegos, S. Guisán-Ceinos, M. Ribagorda, G. Longhi, G. Mazzeo, S. Abbate, A. J. Mota, D. Miguel and J. M. Cuerva, Org. Biomol. Chem., 2019, 17, 8425
DOI: 10.1039/C9OB01573F

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