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Synthesis and photophysical properties of 2-aryl-6,8-bis(arylethenyl)-4-methoxyquinolines.

Iodine-methanol mediated oxidative-aromatization of 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1H)-ones afforded the corresponding 2-aryl-6,8-dibromo-4-methoxy-quinolines in high yield and purity. The isomeric 1-(2-amino-3,5-dibromophenyl)-3-aryl-2-propen-1-ones reacted with iodine in methanol afford... Full description

Journal Title: Molecules (Basel Switzerland), November 30, 2012, Vol.17(12), pp.14186-14204
Main Author: Khoza, Tebogo Ankie
Other Authors: Maluleka, Marole Maria , Mama, Neliswa , Mphahlele, Malose Jack
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1420-3049 ; DOI: 10.3390/molecules171214186
Link: http://search.proquest.com/docview/1221851089/?pq-origsite=primo
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title: Synthesis and photophysical properties of 2-aryl-6,8-bis(arylethenyl)-4-methoxyquinolines.
format: Article
creator:
  • Khoza, Tebogo Ankie
  • Maluleka, Marole Maria
  • Mama, Neliswa
  • Mphahlele, Malose Jack
subjects:
  • Absorption–Chemistry
  • Fluorescence–Chemical Synthesis
  • Iodine–Chemistry
  • Molecular Structure–Chemistry
  • Oxidation-Reduction–Chemistry
  • Quinolines–Chemistry
  • Quinolines
  • Iodine
ispartof: Molecules (Basel, Switzerland), November 30, 2012, Vol.17(12), pp.14186-14204
description: Iodine-methanol mediated oxidative-aromatization of 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1H)-ones afforded the corresponding 2-aryl-6,8-dibromo-4-methoxy-quinolines in high yield and purity. The isomeric 1-(2-amino-3,5-dibromophenyl)-3-aryl-2-propen-1-ones reacted with iodine in methanol afford in a single pot operation the corresponding 2-aryl-6,8-dibromo-4-methoxyquinoline (major) and 2-aryl-6,8-dibromoquinolin-4(1H)-one (minor) products that were separated in sequence by column chromatography on silica gel. Suzuki-Miyaura cross-coupling of the 6,8-dibromo-4-methoxyquinoline derivatives with excess arylvinylboronic acids afforded the corresponding 2-aryl-6,8-bis(2-arylethenyl)-4-methoxyquinolines. The absorption and fluorescence properties of these compounds were also determined.
language: eng
source:
identifier: E-ISSN: 1420-3049 ; DOI: 10.3390/molecules171214186
fulltext: fulltext
issn:
  • 14203049
  • 1420-3049
url: Link


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titleSynthesis and photophysical properties of 2-aryl-6,8-bis(arylethenyl)-4-methoxyquinolines.
creatorKhoza, Tebogo Ankie ; Maluleka, Marole Maria ; Mama, Neliswa ; Mphahlele, Malose Jack
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identifierE-ISSN: 1420-3049 ; DOI: 10.3390/molecules171214186
subjectAbsorption–Chemistry ; Fluorescence–Chemical Synthesis ; Iodine–Chemistry ; Molecular Structure–Chemistry ; Oxidation-Reduction–Chemistry ; Quinolines–Chemistry ; Quinolines ; Iodine
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descriptionIodine-methanol mediated oxidative-aromatization of 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1H)-ones afforded the corresponding 2-aryl-6,8-dibromo-4-methoxy-quinolines in high yield and purity. The isomeric 1-(2-amino-3,5-dibromophenyl)-3-aryl-2-propen-1-ones reacted with iodine in methanol afford in a single pot operation the corresponding 2-aryl-6,8-dibromo-4-methoxyquinoline (major) and 2-aryl-6,8-dibromoquinolin-4(1H)-one (minor) products that were separated in sequence by column chromatography on silica gel. Suzuki-Miyaura cross-coupling of the 6,8-dibromo-4-methoxyquinoline derivatives with excess arylvinylboronic acids afforded the corresponding 2-aryl-6,8-bis(2-arylethenyl)-4-methoxyquinolines. The absorption and fluorescence properties of these compounds were also determined.
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