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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Macrocyclic enforcement of twist in a secondary amide: reactivity and influence on photoisomerisation
Dibyajyoti Pathak1, Aasheesh Srivastava1
1Department of Chemistry, IISER Bhopal, Bhopal Bypass Road, Bhopal 462066, India. asrivastava@iiserb.ac.in.
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.
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