Principles Guiding Enantiomeric Recognition in Macrocycle-Amine Systems
Final rept. Oct 1987-Oct 1990
BRIGHAM YOUNG UNIV PROVO UT DEPT OF CHEMISTRY
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The primary objectives of the ONR contract was to develop qualitative and, if possible, quantitative relationships between the molecular structural features of selected chiral macrocyclic hosts and chiral organic ammonium ion guests and the degree of chiral recognition shown by these host and guest species toward each other. This objective has been met to a large degree. The results of the research have led to important conclusions and several promising leads to future research have been opened. Details of specific aspects of the research can be found in the papers published and in press and in the Technical Reports to ONR, both of which are listed in this final report. Two approaches were used in the initial phase of this contract. First, our experience led us to design and synthesize a number of chiral pyridine- and triazole-containing macrocycles with attached pendent substituents which we believed might have significant chiral recognition capabilities see Technical Reports 3, 4, 5, 8, 9, and 14. This work led to the identification of two substituents t-butyl and phenyl which should cause macrocycles into which they were incorporated to have superior chiral recognition capabilities.
- Organic Chemistry