Issue 14, 2011

Synthesis, structure and photophysical properties of a flavin-based platinum(ii) complex

Abstract

We synthesized a thiosemicarbazone-functionalized flavin (Fl-(H)TSC: 2-[2-(3,4-dihydro-7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10(2H)-yl)ethylidene]-hydrazinecarbothioamide) and its Pt(II) complex [Pt(Fl-TSC)2], and characterized it using X-ray diffraction, UV–visible absorption and luminescence spectroscopy. X-ray structural analysis for [Pt(Fl-TSC)2] revealed that the structure of the isoalloxazine part was almost the same as that in lumiflavin (7,8,10-trimethylisoalloxazine), and the thiosemicarbazone moiety acted as a bidentate ligand to form a PtS2N2 planar conformation. UV–visible absorption and luminescence spectra of these compounds were very similar to those of riboflavin, but the emission intensity and the lifetime decreased considerably. Theoretical calculations suggested that the charge-separated state (Fl˙-TSC˙+) contributed to the faster quenching from the 1π–π* emission state.

Graphical abstract: Synthesis, structure and photophysical properties of a flavin-based platinum(ii) complex

Supplementary files

Article information

Article type
Paper
Submitted
01 Sep 2010
Accepted
26 Jan 2011
First published
25 Feb 2011

Dalton Trans., 2011,40, 3484-3489

Synthesis, structure and photophysical properties of a flavin-based platinum(II) complex

A. Kobayashi, K. Ohbayashi, R. Aoki, H. Chang and M. Kato, Dalton Trans., 2011, 40, 3484 DOI: 10.1039/C0DT01139H

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