NDLI: Two heteroleptic Ir(iii)–bisthienylethene compounds: syntheses, structures and aggregation-induced luminescence

Content Provider	Royal Society of Chemistry (RSC)
Author	Feng, Jia-Qi Hu, Jiong-Sheng Wei, Ruo-Hong Chen, Jun-Feng Cao, Deng-Ke
Copyright Year	2015
Abstract	A new bisthienylethene 2-(2-hydroxynaphthyl)-4,5-bis(2,5-dimethyl(3-thienyl))-1H-imidazole (hnbdtiH) has been synthesized and applied for the coordination-assembly generation of two heteroleptic complexes [Ir(dfppy)2(hnbdti)]·2CH3OH (1) and [Ir(ppy)2(hnbdti)]·CH3OH (2) [dfppyH = 2-(2,4-difluorophenyl)-pyridine, ppyH = 2-phenyl-pyridine]. In the crystal structure of hnbdtiH, neighboring molecules are linked into a helical chain through N–H⋯π interactions between imidazole and naphthol rings. In 1 and 2, the {Ir(dfppy)2}+ or {Ir(ppy)2}+ unit is chelated by a hnbdti− ligand using both N and O binding sites, and the intramolecular aromatic stacking interactions are formed between the thiophene ring and the 2,4-difluorophenyl/phenyl group. The crystal structures of 1 and 2 indicate that neighboring molecules are connected by CH3OH molecules through hydrogen bond interactions, forming the [Ir⋯(CH3OH)4⋯Ir] dimer in the former, and the [Ir⋯(CH3OH)2⋯Ir] dimer in the latter. These dimers in 1 pack together through the intermolecular aromatic stacking interactions, while there are only van der Waals interactions in 2, resulting in their distinct luminescence behavior. At room temperature, 1 exhibits aggregation-induced phosphorescence emission. In contrast, 2 is almost non-luminescent both in solution and in the solid state. Compared with 1 and 2, free ligand hnbdtiH shows fluorescence both in CH2Cl2 solution and in the solid state. Moreover, no photochromism has been observed in hnbdtiH, 1 and 2.
Starting Page	14359
Ending Page	14365
Page Count	7
File Format	HTM / HTML PDF
ISSN	20462069
Volume Number	5
Issue Number	19
Journal	RSC Advances
DOI	10.1039/c4ra15977b
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Photochromism Ligand Luminescence Fluorescence Thiophene Phenyl group Protein dimer Van der Waals force Pyridine Imidazole Naphthol Phosphorescence Hydrogen bond
Content Type	Text
Resource Type	Article
Subject	Chemistry Chemical Engineering

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