Issue 91, 2022

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
29 Aug 2022
Accepted
10 Oct 2022
First published
12 Oct 2022

Chem. Commun., 2022,58, 12653-12656

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

D. Pathak and A. Srivastava, Chem. Commun., 2022, 58, 12653 DOI: 10.1039/D2CC04780B

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