Synthesis, X-ray Crystal Studies and Metal Picrates Extraction Properties of Lipophilic Benzocrown Ethers
Ewa Kowalska A , Jaywant Phopase A and Nicholas Gathergood A BA Department of Chemical Sciences and National Institute of Cellular Biotechnology, Dublin City University, Glasnevin 9, Ireland.
B Corresponding author. Email: nick.gathergood@dcu.ie
Australian Journal of Chemistry 63(9) 1348-1357 https://doi.org/10.1071/CH10112
Submitted: 6 March 2010 Accepted: 27 May 2010 Published: 9 September 2010
Abstract
The preparation of 16 macrocycles based on 2-(2-hydroxyethoxy) phenol with both aliphatic and aromatic linkers has been achieved. Macrocycles varying in ring sizes (23–28 atoms), number of aromatic groups (2–4), and donor atoms (6–10 including oxygen and nitrogen) were synthesized. Binding affinities were also assessed by extraction studies against a series of metal picrates. X-ray crystal structures were solved for four macrocycles.
Acknowledgements
The authors wish to thank Dublin City University (E.K.) and Irish Research Council for Science, Engineering & Technology (J.P.) for funding and Helge Muller-Bunz at University College Dublin, Ireland, for X-ray crystallography studies. Authors E.K. and J.P. contributed equally.
[1]
(a) H. R. Diril,
X. Chang,
S. K. Zhang,
J. A. Larsen,
C. G. Polenza,
H. J. Pierpont,
S. Schugar,
S. Isted,
D. N. Hendrickson,
J. Am. Chem. Soc. 1987, 109, 6207.
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