4,4′-([1,2,5]Thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(<i>N</i>,<i>N</i>-bis(4-methoxyphenyl)aniline)

Donor-acceptor-dyes with extended conjugation, such as D–π–A–π–D type, are being intensively investigated as components of near-infrared (NIR) organic light-emitting diodes (OLEDs). In this communication, novel D–π–A–π–D dye, 4,4′-([1,2,5]thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(...

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Main Authors: Timofey N. Chmovzh, Timofey A. Kudryashev, Oleg A. Rakitin
Format: Article
Language:English
Published: MDPI AG 2022-11-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2022/4/M1479
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author Timofey N. Chmovzh
Timofey A. Kudryashev
Oleg A. Rakitin
author_facet Timofey N. Chmovzh
Timofey A. Kudryashev
Oleg A. Rakitin
author_sort Timofey N. Chmovzh
collection DOAJ
description Donor-acceptor-dyes with extended conjugation, such as D–π–A–π–D type, are being intensively investigated as components of near-infrared (NIR) organic light-emitting diodes (OLEDs). In this communication, novel D–π–A–π–D dye, 4,4′-([1,2,5]thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(<i>N</i>,<i>N</i>-bis(4-methoxyphenyl)aniline), was synthesized by Stille cross-coupling reaction of 4,7-dibromo-[1,2,5]thiadiazolo[3,4-<i>d</i>]pyridazine. The structure of newly synthesized compounds was established by elemental analysis, high-resolution mass-spectrometry, <sup>1</sup>H, <sup>13</sup>C NMR, IR, and UV spectroscopy. The photophysical properties of the title compound were studied.
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spelling doaj.art-08a2616a31424024b23c57eb30b870f72023-11-24T16:53:59ZengMDPI AGMolbank1422-85992022-11-0120224M147910.3390/M14794,4′-([1,2,5]Thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(<i>N</i>,<i>N</i>-bis(4-methoxyphenyl)aniline)Timofey N. Chmovzh0Timofey A. Kudryashev1Oleg A. Rakitin2N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 119991 Moscow, RussiaDonor-acceptor-dyes with extended conjugation, such as D–π–A–π–D type, are being intensively investigated as components of near-infrared (NIR) organic light-emitting diodes (OLEDs). In this communication, novel D–π–A–π–D dye, 4,4′-([1,2,5]thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(<i>N</i>,<i>N</i>-bis(4-methoxyphenyl)aniline), was synthesized by Stille cross-coupling reaction of 4,7-dibromo-[1,2,5]thiadiazolo[3,4-<i>d</i>]pyridazine. The structure of newly synthesized compounds was established by elemental analysis, high-resolution mass-spectrometry, <sup>1</sup>H, <sup>13</sup>C NMR, IR, and UV spectroscopy. The photophysical properties of the title compound were studied.https://www.mdpi.com/1422-8599/2022/4/M1479donor-acceptor molecules[1,2,5]thiadiazolo[3,4-<i>d</i>]pyridazinesStille cross-coupling reactionluminescent properties
spellingShingle Timofey N. Chmovzh
Timofey A. Kudryashev
Oleg A. Rakitin
4,4′-([1,2,5]Thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(<i>N</i>,<i>N</i>-bis(4-methoxyphenyl)aniline)
Molbank
donor-acceptor molecules
[1,2,5]thiadiazolo[3,4-<i>d</i>]pyridazines
Stille cross-coupling reaction
luminescent properties
title 4,4′-([1,2,5]Thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(<i>N</i>,<i>N</i>-bis(4-methoxyphenyl)aniline)
title_full 4,4′-([1,2,5]Thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(<i>N</i>,<i>N</i>-bis(4-methoxyphenyl)aniline)
title_fullStr 4,4′-([1,2,5]Thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(<i>N</i>,<i>N</i>-bis(4-methoxyphenyl)aniline)
title_full_unstemmed 4,4′-([1,2,5]Thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(<i>N</i>,<i>N</i>-bis(4-methoxyphenyl)aniline)
title_short 4,4′-([1,2,5]Thiadiazolo[3,4-<i>d</i>]pyridazine-4,7-diyl)bis(<i>N</i>,<i>N</i>-bis(4-methoxyphenyl)aniline)
title_sort 4 4 1 2 5 thiadiazolo 3 4 i d i pyridazine 4 7 diyl bis i n i i n i bis 4 methoxyphenyl aniline
topic donor-acceptor molecules
[1,2,5]thiadiazolo[3,4-<i>d</i>]pyridazines
Stille cross-coupling reaction
luminescent properties
url https://www.mdpi.com/1422-8599/2022/4/M1479
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AT timofeyakudryashev 44125thiadiazolo34idipyridazine47diylbisiniinibis4methoxyphenylaniline
AT olegarakitin 44125thiadiazolo34idipyridazine47diylbisiniinibis4methoxyphenylaniline