Supramolecular Chemistry of Pyronines B and Y, β-Cyclodextrin and Linked β-Cyclodextrin Dimers
Huy T. Ngo A , Philip Clements A , Christopher J. Easton B , Duc-Truc Pham A and Stephen F. Lincoln A CA School of Chemistry and Physics, University of Adelaide, Adelaide, SA 5005, Australia.
B Research School of Chemistry, Australian National University, Canberra, ACT 0200, Australia.
C Corresponding author. Email: stephen.lincoln@adelaide.edu.au
Australian Journal of Chemistry 63(4) 687-692 https://doi.org/10.1071/CH09467
Submitted: 2 September 2009 Accepted: 7 January 2010 Published: 8 April 2010
Abstract
The complexation of cationic pyronine B (PB+) and pyronine Y (PY+) by β-cyclodextrin (βCD) and two linked βCD dimers, N,N′-bis((2AS,3AS)-3A-deoxy-β-cyclodextrin-3A-yl)succinamide, 33βCD2suc, and N,N′-bis(6A-deoxy-β-cyclodextrin-6A-yl)succinamide, 66βCD2suc, in aqueous solution has been studied by UV-vis, fluorescence, and 1H NMR spectroscopy. The complexation constants for the 1:1 complexes: βCD.PB+, 33βCD2suc.PB+, 66βCD2suc.PB+, and the analogous PY+ complexes are reported as are the dimerization constants for PB+ and PY+. The modes of complexation, dimerization, and fluorescence quenching are discussed.
Acknowledgement
Support of this study by the Australian Research Council and the University of Adelaide, and the award of an Endeavour Postgraduate Award to H.T.N. are gratefully acknowledged.
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