Macrocyclic enforcement of twist in a secondary amide: reactivity and influence on photoisomerisation

We report a penta-azamacrocycle (cDP2) containing a twisted secondary amide residue with a twist angle (tau) of 28 degrees and pyramidalization parameter (chi(N)) of 53 degrees. Consequently, cDP2 is reactive towards a host of nucleophiles such as amines, thiols and hydroxyls. Moreover, the twisted amide residue also facilitates the photo-isomerisation of the diazobenzene residue of cDP2.

Automated summary

We report a penta-azamacrocycle (cDP2) with a twisted secondary amide residue, showing high reactivity and photo-isomerisation capability.