Effect of Chirality on the Binding of Viologen Guests in Porphyrin Macrocycles. Issue 21 (3rd May 2019)

• Record Type: Journal Article
• Authors: Varghese, Shaji; Spierenburg, Bram; Bruekers, Jeroen P. J.; Swartjes, Anne; White, Paul B.; Elemans, Johannes A. A. W.; Nolte, Roeland J. M.
• Other Names: Sauvage Jean‐Pierre guestEditor.
• Is Part Of: European journal of organic chemistry. Issue 21(2019)
• Page Start: 3525
• Page End: 3533
• Publication Date: 2019-05-03
• Subjects: Host–guest systems -- Chirality -- Porphyrinoids -- Threading -- Pseudo‐rotxanes -- Cage compounds; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201900221
• Languages: English
• ISSNs: 1434-193X

Abstract

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 1 H‐NMR studies show that one of the macrocycles displays selectivity in the binding of chiral viologen guest molecules. Abstract : A chiral porphyrin cage compound has been resolved into enantiomers. One of the enantiomers displays selectivity in the binding of chiral guests.