Late-stage Ligand Modification After Coordination Strengthens Stereoselectively Self-Assembled Hemiaminal Ether Complexes

Sakthi Raje; Abhishek Koner; Suchismita Ghosh; Ray J Butcher; Logesh Mathivathanan; Mahesh Sundararajan; Raja Angamuthu

doi:10.1002/asia.202300706

Late-stage Ligand Modification After Coordination Strengthens Stereoselectively Self-Assembled Hemiaminal Ether Complexes

Chem Asian J. 2023 Oct 17;18(20):e202300706. doi: 10.1002/asia.202300706. Epub 2023 Sep 15.

Authors

Sakthi Raje¹, Abhishek Koner¹, Suchismita Ghosh¹, Ray J Butcher², Logesh Mathivathanan³, Mahesh Sundararajan⁴, Raja Angamuthu^{1

5}

Affiliations

¹ Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, 208016, India.
² Department of Chemistry, Howard University, Washington, D.C., 20059, USA.
³ Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore, Tamil Nadu, 632014, India.
⁴ Theoretical Chemistry Section, Chemistry Division, Bhabha Atomic Research Centre, Mumbai-400085 (India), Homi Bhabha National Institute, Mumbai, 400085, India.
⁵ Department of Sustainable Energy Engineering, Indian Institute of Technology Kanpur, Kanpur, 208016, India.

PMID: 37655885
DOI: 10.1002/asia.202300706

Abstract

Fragile hemiaminal ether linkages present in the backbone of koneramines (L^R OR'), tridentate ligands, bound to copper(II) in stereoselectively self-assembled syn-[Cu(L^R OR')X₂ ] complexes were transformed into sturdy methylene linkages to make corresponding rac-[Cu(L^R H)Cl₂ ] complexes by late-stage ligand modification after coordination 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.

Keywords: Dipicolylamine; Late stage ligand modification; Molecular Evolution; Prebiotic synthesis; Template synthesis.

Abstract

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