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2-(3-(2-烷基-6,8-二芳基-4-氧代-1,2,3,4-四氢喹唑啉-2-基)丙基)-6,8-二芳基喹唑啉-4(3H)-酮的合成及光物理性质

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.

作者信息

Mmonwa Mmakwena M, Mphahlele Malose J, El-Hendawy Morad M, El-Nahas Ahmed M, Koga Nobuaki

机构信息

Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P.O. Box 392, Pretoria 0003, South Africa.

Chemistry Department, Faculty of Science, Kafrelsheikh University, Kafrelsheikh 33516, Egypt.

出版信息

Molecules. 2014 Jul 8;19(7):9712-35. doi: 10.3390/molecules19079712.

DOI:10.3390/molecules19079712
PMID:25006782
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6271187/
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).

摘要

在回流的甲苯中,碘催化2-氨基-3,5-二溴苯甲酰胺与环己烷-1,3-二酮衍生物缩合,得到相应的双喹唑啉酮。后者与芳基硼酸进行铃木-宫浦交叉偶联,得到四芳基双喹唑啉酮。通过紫外-可见光谱和荧光光谱技术并结合量子化学方法,在二甲基亚砜(DMSO)和乙酸中测定了这些四芳基双喹唑啉酮的电子吸收和发射性质,以了解取代基对分子内电荷转移(ICT)的影响。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/c4ac7f39c9f1/molecules-19-09712-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/25b5b24da559/molecules-19-09712-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/e6eb8b113ab6/molecules-19-09712-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/4d3a424d5dcb/molecules-19-09712-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/c7cc732e440f/molecules-19-09712-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/e7d3e08f94ea/molecules-19-09712-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/3255e99ea620/molecules-19-09712-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/9fae6fde501e/molecules-19-09712-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/15442bab1fce/molecules-19-09712-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/1a1fda467c02/molecules-19-09712-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/951e4c374358/molecules-19-09712-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/42250bade004/molecules-19-09712-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/7cf6be0cfe05/molecules-19-09712-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/c4ac7f39c9f1/molecules-19-09712-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/25b5b24da559/molecules-19-09712-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/e6eb8b113ab6/molecules-19-09712-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/4d3a424d5dcb/molecules-19-09712-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/c7cc732e440f/molecules-19-09712-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/e7d3e08f94ea/molecules-19-09712-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/3255e99ea620/molecules-19-09712-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/9fae6fde501e/molecules-19-09712-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/15442bab1fce/molecules-19-09712-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/1a1fda467c02/molecules-19-09712-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/951e4c374358/molecules-19-09712-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/42250bade004/molecules-19-09712-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/7cf6be0cfe05/molecules-19-09712-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/6271187/c4ac7f39c9f1/molecules-19-09712-g011.jpg

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