ChemInform Abstract: Derivatives of Dibenzoylbenzenes.

Lee, W. Y.; Moon, Bongjin; Park, C.-H.; Bang, S.-H.; Lee, J. H.

doi:10.1002/chin.198916166

Cited by 1 publication

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“…Subsequently, di(2-hydroxyl)-benzoylbenzene (3) was obtained upon the reduction of 2 with boron tribromide. 14 Under treatment with hydrazine hydrate, 3 was converted into DHPP. Finally, OBN-DHPP was obtained through the treatment of DHPP with triphenylboron in toluene (yield: 94%).…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…The key intermediate 1,2-di(2-methoxyl)benzoylbenzene ( 2 ), as yellow solid, was obtained in a yield of 85% through the reaction of 1 with the Grignard reagent of 2-methoxylphenylmagnesium bromide. Subsequently, di(2-hydroxyl)-benzoylbenzene ( 3 ) was obtained upon the reduction of 2 with boron tribromide . Under treatment with hydrazine hydrate, 3 was converted into DHPP .…”

Section: Resultsmentioning

confidence: 99%

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Asymmetric Boron-Cored Aggregation-Induced Emission Luminogen with Multiple Functions Synthesized through Stepwise Conversion from a Symmetric Ligand

et al. 2018

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Multifunction luminogens have emerged as promising candidates in high-performance sensor and imaging systems. Concise approaches to the synthesis of such molecules are urgently required both for fundamental research and technological applications. In this study, a new symmetric ligand of di(2-hydroxyphenyl)phthalazine with multiple binding sites around a phthalazine unit was readily synthesized, which could be converted efficiently into an asymmetric luminogen (OBN-DHPP) through the formation of oxygen−boron−nitrogen bonding. This molecule has a twistable π-extended backbone with a tetracoordinated boron core bearing two bulky phenyl groups, giving it abundant optical properties including a large Stokes shift piezochromism and aggregationinduced emission enhancement. Importantly, the presence of a free phenolic hydroxyl group in the backbone of OBN-DHPP enables the incorporation of various functional moieties into the asymmetric luminogen. As an example, polyethylene glycol (PEG)-modified luminogen (OBN-DHPP-PEG 45 ) was synthesized. In the aqueous medium, OBN-DHPP-PEG 45 could self-assemble into spherical nanoparticles with low cytotoxicity and excellent emission performance as well as high solubility. The results of flow cytometry and fluorescence microscopy reveal that these nanoparticles could be internalized successfully by HeLa cells, demonstrating their potential application in bioimaging.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%