Insight into <i>ortho</i>-boronoaldehyde conjugation <i>via</i> a FRET-based reporter assay.

Basic density functional theory (DFT) calculations suggested that the relative contributions of N–B interactions to o BID stability across these analogues, as well as the previously unreported 4-carboxy analogue (24), were likely to be significant (up to 30 kJ mol −1 difference in stabilisation, see ESI Section 14 † ).

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The results obtained show a clear trend of increasing o BID stability as the substituent at the 4-position moved from electron donating (25) through to electron withdrawing (24).

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