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Molecules 2014, 19(7), 9712-9735; doi:10.3390/molecules19079712

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

1
Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P.O. Box 392, Pretoria 0003, South Africa
2
Chemistry Department, Faculty of Science, Kafrelsheikh University, Kafrelsheikh 33516, Egypt
3
Chemistry Department, Faculty of Science, El-Menoufia University, Shebin El-Kom 32512, Egypt
4
Graduate School of Information Science, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8601, Japan
*
Author to whom correspondence should be addressed.
Received: 6 June 2014 / Revised: 30 June 2014 / Accepted: 1 July 2014 / Published: 8 July 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

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). View Full-Text
Keywords: tetrabromobisquinazolinones; Suzuki-Miyaura cross-coupling; tetraarylbisquinazolinones; photophysical properties tetrabromobisquinazolinones; Suzuki-Miyaura cross-coupling; tetraarylbisquinazolinones; photophysical properties
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MDPI and ACS Style

Mmonwa, M.M.; Mphahlele, M.J.; El-Hendawy, M.M.; El-Nahas, A.M.; Koga, N. 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 2014, 19, 9712-9735.

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