Novel luminescent beta-ketoimine derivative of 2,1,3-benzothiadiazole: synthesis, complexation with Zn(II) and photophysical properties in comparison with related compounds

Novel luminescent beta-ketoimine derivative of 2,1,3-benzothiadiazole: synthesis, complexation with Zn(II) and photophysical properties in comparison with related compounds Full article

Journal

RSC Advances
ISSN: 2046-2069

Output data

Year: 2016, Volume: 6, Number: 50, Pages: 43901-43910 Pages count : 10 DOI: 10.1039/c6ra06547c

Authors

Sukhikh T.S. ¹ , Bashirov D.A. ^1,2 , Ogienko D.S. ¹ , Kuratieva N.V. ^1,2 , Sherin P.S. ^2,3 , Rakhmanova M.I. ¹ , Chulanova E.A. ^2,4 , Gritsan N.P. ^4,5 , Konchenko S.N. ^1,2 , Zibarev A.V. ^5,6

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, Nikolaev Inst Inorgan Chem, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Dept Nat Sci, Novosibirsk 630090, Russia
3	(Данные Web of science) Russian Acad Sci, Siberian Branch, Int Tomog Ctr, Novosibirsk 630090, Russia
4	(Данные Web of science) Russian Acad Sci, Siberian Branch, Voevodsky Inst Chem Kinet & Combust, Novosibirsk 630090, Russia
5	(Данные Web of science) Novosibirsk State Univ, Dept Phys, Novosibirsk 630090, Russia
6	(Данные Web of science) Russian Acad Sci, Siberian Branch, Vorozhtsov Inst Organ Chem, Novosibirsk 630090, Russia

A novel beta-ketoimine-functionalized 2,1,3-benzothiadiazole (4-(2,1,3-benzothiadiazole-4-ylamino)pent-3-en-2-one, L2H) was synthesized and used as chelating ligand for the complexation with Zn(II) (complex ZnL2). The spectroscopic and photophysical properties of L2H and ZnL2 as well as those of previously described 4-amino-2,1,3-benzothiadiazole(L1) and its complex ZnL1 have been thoroughly studied in the crystalline state and solution. The UV-Vis absorption spectra of free ligands L1, L2H and its deprotonated form L2(-), and complexes ZnL1 and ZnL2 were assigned on the basis of TD-DFT calculations. In contrast to ZnL2 having conventional single-band fluorescence, ZnL1 demonstrates a broad double-band purple-white fluorescence spanning the entire visible region. On the basis of careful spectroscopic studies the second band of this unusual fluorescence spectrum was attributed to the presence of traces of free ligand L1 in the crystals of complex ZnL1. The energy transfer from the excited state of ZnL1 to a free ligand L1 was revealed.

Sukhikh T.S. , Bashirov D.A. , Ogienko D.S. , Kuratieva N.V. , Sherin P.S. , Rakhmanova M.I. , Chulanova E.A. , Gritsan N.P. , Konchenko S.N. , Zibarev A.V.
Novel luminescent beta-ketoimine derivative of 2,1,3-benzothiadiazole: synthesis, complexation with Zn(II) and photophysical properties in comparison with related compounds
RSC Advances. 2016. V.6. N50. P.43901-43910. DOI: 10.1039/c6ra06547c WOS Scopus РИНЦ

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