Issue 9, 2023

Synthesis, characterization, and heparin-binding study of a self-assembled p-cymene-Ru(ii) metallocycle based on a 4-amino-1,8-naphthalimide Tröger's base supramolecular scaffold

Abstract

We report the very first example of a self-assembled p-cymene-Ru(II) metallocycle based on a green emitting 4-amino-1,8-naphthalimide Tröger's base (TBNap) supramolecular scaffold. A new cleft-shaped TBNap-derived di-4-picolyl donor was synthesized and reacted in a 2 : 2 stoichiometry ratio with a dinuclear Ru(II) acceptor (Ru-A) to generate a [2 + 2] self-assembled metallocycle (TBNap-Ru-MC) in good yield. Both TBNap and TBNap-Ru-MC showed positive solvatochromism in different solvents with varying polarities. In addition, the binding propensity of cationic TBNap-Ru-MC toward the heparin polyanion was determined using fluorescence titration studies. The initial fluorescence emission of TBNap-Ru-MC was quenched upon the gradual addition of the heparin polyanion, and the Stern–Volmer quenching constant (KSV) was calculated to be 3.97 × 105 M−1.

Graphical abstract: Synthesis, characterization, and heparin-binding study of a self-assembled p-cymene-Ru(ii) metallocycle based on a 4-amino-1,8-naphthalimide Tröger's base supramolecular scaffold

Supplementary files

Article information

Article type
Communication
Submitted
21 sept. 2022
Accepted
28 oct. 2022
First published
31 oct. 2022

Dalton Trans., 2023,52, 2566-2570

Synthesis, characterization, and heparin-binding study of a self-assembled p-cymene-Ru(II) metallocycle based on a 4-amino-1,8-naphthalimide Tröger's base supramolecular scaffold

B. Mohan and S. Shanmugaraju, Dalton Trans., 2023, 52, 2566 DOI: 10.1039/D2DT03079A

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