4-(10-Phenyl-9-Anthracenyl)-1,2-Benzenediol

The title compound, 4-(10-phenyl-9-anthracenyl)-1,2-benzenediol, was synthesized using a two-step protocol. In the first step, 9-phenyl,10-bromoanthracene was coupled to 3,4-dimethoyphenylboronic acid by employing Pd(PPh<sub>3</sub>)<sub>4</sub> as the catalyst and potassium...

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Main Authors: Nicola Edwards, Kelsey Harris
Format: Article
Language:English
Published: MDPI AG 2024-09-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2024/3/M1884
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author Nicola Edwards
Kelsey Harris
author_facet Nicola Edwards
Kelsey Harris
author_sort Nicola Edwards
collection DOAJ
description The title compound, 4-(10-phenyl-9-anthracenyl)-1,2-benzenediol, was synthesized using a two-step protocol. In the first step, 9-phenyl,10-bromoanthracene was coupled to 3,4-dimethoyphenylboronic acid by employing Pd(PPh<sub>3</sub>)<sub>4</sub> as the catalyst and potassium carbonate as the base. Methoxy group removal was effected using HBr in the presence of acetic acid in the second step. Overall, two novel 9,10-diphenylanthracence-based compounds were synthesized in this work; standard spectroscopic techniques and high-resolution mass spectrometry were employed in their characterization. The photophysical properties of these compounds are also reported. These compounds are potentially useful as sensors, catalysts and building blocks for larger architectures.
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spelling doaj-art-0a52865d53884d07abef5272b5f0e0472025-08-20T01:55:42ZengMDPI AGMolbank1422-85992024-09-0120243M188410.3390/M18844-(10-Phenyl-9-Anthracenyl)-1,2-BenzenediolNicola Edwards0Kelsey Harris1Department of Chemistry, University of Saint Joseph, West Hartford, CT 06117, USADepartment of Chemistry, University of Saint Joseph, West Hartford, CT 06117, USAThe title compound, 4-(10-phenyl-9-anthracenyl)-1,2-benzenediol, was synthesized using a two-step protocol. In the first step, 9-phenyl,10-bromoanthracene was coupled to 3,4-dimethoyphenylboronic acid by employing Pd(PPh<sub>3</sub>)<sub>4</sub> as the catalyst and potassium carbonate as the base. Methoxy group removal was effected using HBr in the presence of acetic acid in the second step. Overall, two novel 9,10-diphenylanthracence-based compounds were synthesized in this work; standard spectroscopic techniques and high-resolution mass spectrometry were employed in their characterization. The photophysical properties of these compounds are also reported. These compounds are potentially useful as sensors, catalysts and building blocks for larger architectures.https://www.mdpi.com/1422-8599/2024/3/M1884diphenylanthraceneSuzuki–Miyaura couplingluminescencefluorescence
spellingShingle Nicola Edwards
Kelsey Harris
4-(10-Phenyl-9-Anthracenyl)-1,2-Benzenediol
Molbank
diphenylanthracene
Suzuki–Miyaura coupling
luminescence
fluorescence
title 4-(10-Phenyl-9-Anthracenyl)-1,2-Benzenediol
title_full 4-(10-Phenyl-9-Anthracenyl)-1,2-Benzenediol
title_fullStr 4-(10-Phenyl-9-Anthracenyl)-1,2-Benzenediol
title_full_unstemmed 4-(10-Phenyl-9-Anthracenyl)-1,2-Benzenediol
title_short 4-(10-Phenyl-9-Anthracenyl)-1,2-Benzenediol
title_sort 4 10 phenyl 9 anthracenyl 1 2 benzenediol
topic diphenylanthracene
Suzuki–Miyaura coupling
luminescence
fluorescence
url https://www.mdpi.com/1422-8599/2024/3/M1884
work_keys_str_mv AT nicolaedwards 410phenyl9anthracenyl12benzenediol
AT kelseyharris 410phenyl9anthracenyl12benzenediol