Pyrimidino- and Proton-ionizable Pyrimidono-crown Ether Ligands: Synthesis and Preliminary Complexation Studies
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- 作者：J. Ty Redd ; Jerald S. Bradshaw ; Peter Huszthy and Reed M. Izatt
- 关键词：Crown ether ; pyrimidine ; containing crown ether ; pyrimidone ; containing crown ether ; benzylammonium complexes
- 刊名：Journal of Inclusion Phenomena and Molecular Recognition inChemistry
- 出版年：1997
- 出版时间：1997
- 年：1997
- 卷：29
- 期：3/4
- 页码：301-308
- 全文大小：298 KB
文摘
Pyrimidino-crown ethers were prepared in 30-50 % yields by reactingthe ditosylate derivative of the appropriate oligoethylene glycol with4-methoxy-5-methyl-2,6-pyrimidinedimethanol under basic conditions. A newmacrocyclic ligand containing a proton-ionizable pyrimidone subcyclic unitwas prepared in 88 % yield by treating the appropriatepyrimidino-crown ether with 5 M NaOH in 50 % (v/v) aqueous methanol.Preliminary complexation properties of some of these new compounds werestudied using various NMR spectral techniques. Good enantiomeric recognitionwas exhibited by a chiral pyrimidino-crown ether for the enantiomers of1-(-naphthyl)ethylammonium perchlorate.