Postsynthetic Modification Strengthens the Stereoselectively Self-Assembled Hemiaminal Ether Complexes

26 August 2022, Version 3
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Fragile hemiaminal ether linkages present in the backbone of koneramines (LROR’), potential tridentate ligands, bound to copper(II) in stereoselectively self-assembled syn-[Cu(LROR’)X2] complexes were transformed into sturdy methylene linkages to make corresponding rac-[Cu(LRH)Cl2] complexes by homogeneous postsynthetic modification with the retention of coordination sphere. The generality of stereoselective self-assembly of koneramine complexes is shown by utilising a number of metal ions, anions, amines, alcohols and thiols with complete characterisations. The mechanism of postsynthetic modification was shown using isotopic labelling and DFT.

Keywords

Postsynthetic modification
koneramine
self-assembly
stereoselective
mechanism
hemiaminal ether

Supplementary materials

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Title
Postsynthetic Modification Strengthens the Stereoselectively Self-Assembled Hemiaminal Ether Complexes
Description
Fragile hemiaminal ether linkages present in the backbone of koneramines (LROR’), potential tridentate ligands, bound to copper(II) in stereoselectively self-assembled syn-[Cu(LROR’)X2] complexes were transformed into sturdy methylene linkages to make corresponding rac-[Cu(LRH)Cl2] complexes by homogeneous postsynthetic modification with the retention of coordination sphere. The generality of stereoselective self-assembly of koneramine complexes is shown by utilising a number of metal ions, anions, amines, alcohols and thiols with complete characterisations.
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