Macrocyclic enforcement of twist in a secondary amide: reactivity and influence on photoisomerisation†
Abstract
We report a penta-azamacrocycle (cDP2) containing a twisted secondary amide residue with a twist angle (τ) of 28° and pyramidalization parameter (χN) of 53°. 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.