Synthesis and Photophysical Properties of the 2-(3-(2-Alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3H)-ones

Iodine-catalyzed condensation of 2-amino-3,5-dibromobenzamide with cyclohexane-1,3-dione derivatives in refluxing toluene afforded the corresponding bisquinazolinones. Suzuki-Miyaura cross-coupling of the latter with arylboronic acids afforded tetraarylbisquinazolinones. The electronic absorption an...

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Main Authors:	Mmakwena M. Mmonwa, Malose J. Mphahlele, Morad M. El-Hendawy, Ahmed M. El-Nahas, Nobuaki Koga
Format:	Article
Language:	English
Published:	MDPI AG 2014-07-01
Series:	Molecules
Subjects:	tetrabromobisquinazolinones Suzuki-Miyaura cross-coupling tetraarylbisquinazolinones photophysical properties
Online Access:	http://www.mdpi.com/1420-3049/19/7/9712

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spelling	doaj-b1ccc75b19264adabb72d29eaf4fafda2020-11-25T00:06:18ZengMDPI AGMolecules1420-30492014-07-011979712973510.3390/molecules19079712molecules19079712Synthesis and Photophysical Properties of the 2-(3-(2-Alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3H)-onesMmakwena M. Mmonwa0Malose J. Mphahlele1Morad M. El-Hendawy2Ahmed M. El-Nahas3Nobuaki Koga4Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P.O. Box 392, Pretoria 0003, South AfricaDepartment of Chemistry, College of Science, Engineering and Technology, University of South Africa, P.O. Box 392, Pretoria 0003, South AfricaChemistry Department, Faculty of Science, Kafrelsheikh University, Kafrelsheikh 33516, EgyptChemistry Department, Faculty of Science, El-Menoufia University, Shebin El-Kom 32512, EgyptGraduate School of Information Science, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8601, JapanIodine-catalyzed condensation of 2-amino-3,5-dibromobenzamide with cyclohexane-1,3-dione derivatives in refluxing toluene afforded the corresponding bisquinazolinones. Suzuki-Miyaura cross-coupling of the latter with arylboronic acids afforded tetraarylbisquinazolinones. The electronic absorption and emission properties of these tetraarylbisquinazolinones were measured in dimethylsulfoxide (DMSO) and acetic acid by means of UV-Vis and fluorescence spectroscopic techniques in conjunction with quantum chemical methods to understand the influence of substituents on intramolecular charge transfer (ICT).http://www.mdpi.com/1420-3049/19/7/9712tetrabromobisquinazolinonesSuzuki-Miyaura cross-couplingtetraarylbisquinazolinonesphotophysical properties
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Mmakwena M. Mmonwa Malose J. Mphahlele Morad M. El-Hendawy Ahmed M. El-Nahas Nobuaki Koga
spellingShingle	Mmakwena M. Mmonwa Malose J. Mphahlele Morad M. El-Hendawy Ahmed M. El-Nahas Nobuaki Koga Synthesis and Photophysical Properties of the 2-(3-(2-Alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3H)-ones Molecules tetrabromobisquinazolinones Suzuki-Miyaura cross-coupling tetraarylbisquinazolinones photophysical properties
author_facet	Mmakwena M. Mmonwa Malose J. Mphahlele Morad M. El-Hendawy Ahmed M. El-Nahas Nobuaki Koga
author_sort	Mmakwena M. Mmonwa
title	Synthesis and Photophysical Properties of the 2-(3-(2-Alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3H)-ones
title_short	Synthesis and Photophysical Properties of the 2-(3-(2-Alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3H)-ones
title_full	Synthesis and Photophysical Properties of the 2-(3-(2-Alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3H)-ones
title_fullStr	Synthesis and Photophysical Properties of the 2-(3-(2-Alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3H)-ones
title_full_unstemmed	Synthesis and Photophysical Properties of the 2-(3-(2-Alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3H)-ones
title_sort	synthesis and photophysical properties of the 2-(3-(2-alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3h)-ones
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2014-07-01
description	Iodine-catalyzed condensation of 2-amino-3,5-dibromobenzamide with cyclohexane-1,3-dione derivatives in refluxing toluene afforded the corresponding bisquinazolinones. Suzuki-Miyaura cross-coupling of the latter with arylboronic acids afforded tetraarylbisquinazolinones. The electronic absorption and emission properties of these tetraarylbisquinazolinones were measured in dimethylsulfoxide (DMSO) and acetic acid by means of UV-Vis and fluorescence spectroscopic techniques in conjunction with quantum chemical methods to understand the influence of substituents on intramolecular charge transfer (ICT).
topic	tetrabromobisquinazolinones Suzuki-Miyaura cross-coupling tetraarylbisquinazolinones photophysical properties
url	http://www.mdpi.com/1420-3049/19/7/9712
work_keys_str_mv	AT mmakwenammmonwa synthesisandphotophysicalpropertiesofthe232alkyl68diaryl4oxo1234tetrahydroquinazolin2ylpropyl68diarylquinazolin43hones AT malosejmphahlele synthesisandphotophysicalpropertiesofthe232alkyl68diaryl4oxo1234tetrahydroquinazolin2ylpropyl68diarylquinazolin43hones AT moradmelhendawy synthesisandphotophysicalpropertiesofthe232alkyl68diaryl4oxo1234tetrahydroquinazolin2ylpropyl68diarylquinazolin43hones AT ahmedmelnahas synthesisandphotophysicalpropertiesofthe232alkyl68diaryl4oxo1234tetrahydroquinazolin2ylpropyl68diarylquinazolin43hones AT nobuakikoga synthesisandphotophysicalpropertiesofthe232alkyl68diaryl4oxo1234tetrahydroquinazolin2ylpropyl68diarylquinazolin43hones
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Synthesis and Photophysical Properties of the 2-(3-(2-Alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3H)-ones

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