Abstract
We present the synthesis of 17 macrocyclic compounds having the structure of so-called unclosed cryptands, acting as anion receptors. These compounds possess amide functions playing the role of hydrogen-bond-donating systems. We have synthesized the presented compounds both by standard methods (using batch conditions) and by static combinatorial chemistry methods, using tetrabutylammonium dihydrogen phosphate as a template, promoting the lariat arm postfunctionalization reaction.
Highlights
Combinatorial chemistry is a technology that allows for the parallel synthesis of a large number of chemical compounds, reaching hundreds of thousands or even millions, in a single chemical process
Combinatorial chemistry is successfully used in the synthesis of small compounds with low-molecular weight5 and macromolecules, for example, peptides
The use of combinatorial chemistry methods has allowed significant progress to be made in the synthesis of demanding supramolecular systems
Summary
Combinatorial chemistry is a technology that allows for the parallel synthesis of a large number of chemical compounds, reaching hundreds of thousands or even millions, in a single chemical process. Parallel synthesis and analysis of the resulting library allow costs to be minimized and significantly shorten the time of studies. Potentially useful compounds are synthesized and analyzed by classical methods, which allow compounds that exhibit false positive properties to be eliminated, for example, as components showing synergic effects. Combinatorial chemistry is successfully used in the synthesis of small compounds with low-molecular weight and macromolecules, for example, peptides.. Combinatorial chemistry has been used in the industry since the 1990s,7 its roots can be traced back to the 1960s, when Merrifield began researching the synthesis of peptides using solid-phase methods.. Static combinatorial chemistry uses a number of various irreversible reactions that the chosen substrates can undergo. An additional requirement for the resulting static combinatorial library is its representativeness, which requires that the library should contain all elements that can be obtained based on the substrates used.
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