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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 (τ) of 28° and pyramidalization parameter (χN) of 53°. Consequently, cDP2 is reactive towards a… Click to show full 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.

Keywords: twist secondary; enforcement twist; macrocyclic enforcement; twist; secondary amide

Journal Title: Chemical communications
Year Published: 2022

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