Enantioselective Host-Guest Complexation of Ru(II) Trisdiimine Complexes Using Neutral and Anionic Derivatized Cyclodextrins

Overview

Journal Inorganica Chim Acta

Date 2010 Feb 18

PMID 20161587

Citations 1

Authors

Ping Sun

Frederick M MacDonnell

Daniel W Armstrong

Affiliations

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Abstract

Enantioselective host-guest complexation between five racemic Ru(II) trisdiimine complexes and eight derivatized cyclodextrins (CDs) has been examined by NMR techniques. The appearance of non-equivalent complexation-induced shifts of between the Δ and Λ-enantionomers of the Ru(II) trisdiimine complexes and derivatized CDs is readily observed by NMR. In particular, sulfobutyl ether-β-cyclodextrin sodium salt (SBE-β-CD), R-naphtylethyl carbamate β-cyclodextrin (RN-β-CD), and S-naphtylethyl carbamate β-cyclodextrin (SN-β-CD) showed good enantiodiscrimination for all five Ru complexes examined, which indicates that aromatic and anionic derivatizing groups are beneficial for chiral recognition. The complexation stoichiometry between SBE-β-CD and [Ru(phen)(3)](2+) was found to be 1: 1 and binding constants reveal that Λ-[Ru(phen)(3)](2+) binds more strongly to SBE-β-CD than the Δ-enantiomer. Correlations between this NMR method and separative techniques based on CDs as chiral discriminating agents (i.e., selectors) are discussed in detail.

Citing Articles

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PMID: 36320709 PMC: 9491216. DOI: 10.1039/d2sc03617g.

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