Formation of heterodimers using linear arrays comprising three hydrogen-bonding sites

ORGN 191

Andrea M. McGhee and Andrew J. Wilson, A.J.Wilson@leeds.ac.uk. School of Chemistry, University of Leeds, Woodhouse Lane, Leeds, LS2 9JT, United Kingdom
Synthetic chemists have produced synthons presenting linear arrays of H-bonds that serve as building blocks for self-assembly and molecular recognition. However, there remains a need for versatile molecules that are easy to make and have tunable association constants. Amongst the problems associated with the design of such heteroaromatic modules are intramolecular hydrogen-bonding and tautomerism. In this presentation we will discuss the synthesis and molecular recognition behavior of amidoisocytosine and ureidoimidazole derivatives that we have designed to circumvent or take advantage of these factors.