Dynamic covalent reactions are widely used in dynamic combinatorial chemistry. Applications include receptor design and drug discovery. While a large number of dynamic covalent reactions are known, most of those reactions either exhibit cross-reactivity when components of multiple reactions are present, or had previously been studied under differing reaction conditions from each other. In this study, we aimed to find a set of four dynamic covalent reactions that react reversibly under identical reaction conditions and do not exhibit any cross-reactivity. Dynamic behaviour of the reactions was shown via <sup>1</sup>H-NMR based exchange experiments. Orthogonality of the reactions was demonstrated by computational deconvolution of <sup>1</sup>H-NMR spectra containing the components of more than one of the dynamic covalent reactions. Our findings show that all four reactions can be used in the same reaction flask, exchanging simultaneously while still being orthogonal to each other. This could be useful for the formation of complex preprogrammed assemblies in dynamic combinatorial libraries.

Study of four simultaneously dynamic covalent reactions: Experimental proof of reversibility and orthogonality

253rd National Meeting (2017)

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