Effect of Chirality on the Binding of Viologen Guests in Porphyrin Macrocycles

European J Org Chem. 2019 Jun 10;2019(21):3525-3533. doi: 10.1002/ejoc.201900221. Epub 2019 May 3.

Abstract

As part of a project aimed at the development of chiral processive catalysts that can write information on a polymer chain we describe the synthesis of two optically active porphyrin macrocycles, which are prepared in 3 steps from an achiral precursor compound. Fluorescence and 1H-NMR studies show that one of the macrocycles displays selectivity in the binding of chiral viologen guest molecules.

Keywords: Cage compounds; Chirality; Host–guest systems; Porphyrinoids; Pseudo‐rotxanes; Threading.