4,7-Bis(1,2,3,4,4a,9a-Hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine

New donor-acceptor-donor (D-A-D)-type structures are widely used to design effective organic light-emitting diodes (OLEDs). In this communication, 4,7-bis(1,2,3,4,4a,9a-hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine was obtained in a 65% yield by...

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Main Authors: Timofey N. Chmovzh, Karim S. Gaisin, Oleg A. Rakitin
Format: Article
Language:English
Published: MDPI AG 2021-11-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2021/4/M1295
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author Timofey N. Chmovzh
Karim S. Gaisin
Oleg A. Rakitin
author_facet Timofey N. Chmovzh
Karim S. Gaisin
Oleg A. Rakitin
author_sort Timofey N. Chmovzh
collection DOAJ
description New donor-acceptor-donor (D-A-D)-type structures are widely used to design effective organic light-emitting diodes (OLEDs). In this communication, 4,7-bis(1,2,3,4,4a,9a-hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine was obtained in a 65% yield by the treatment of 4,7-dichloro[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine 1-oxide with 2,3,4,4a,9,9a-hexahydro-1<i>H</i>-carbazole. The structure of the newly synthesized compounds was established by means of an elemental analysis, <sup>1</sup>H, <sup>13</sup>C NMR, IR and UV spectroscopy, and HRMS and LR mass-spectrometry.
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spelling doaj.art-973a5810fe90487c8df4b03b21fd70842023-11-23T09:43:31ZengMDPI AGMolbank1422-85992021-11-0120214M129510.3390/M12954,7-Bis(1,2,3,4,4a,9a-Hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazineTimofey N. Chmovzh0Karim S. Gaisin1Oleg A. Rakitin2N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaNew donor-acceptor-donor (D-A-D)-type structures are widely used to design effective organic light-emitting diodes (OLEDs). In this communication, 4,7-bis(1,2,3,4,4a,9a-hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine was obtained in a 65% yield by the treatment of 4,7-dichloro[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine 1-oxide with 2,3,4,4a,9,9a-hexahydro-1<i>H</i>-carbazole. The structure of the newly synthesized compounds was established by means of an elemental analysis, <sup>1</sup>H, <sup>13</sup>C NMR, IR and UV spectroscopy, and HRMS and LR mass-spectrometry.https://www.mdpi.com/1422-8599/2021/4/M1295dyesS<sub>N</sub>Ar nucleophilic substitution[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazines2,3,4,4a,9,9a-hexahydro-1<i>H</i>-carbazole
spellingShingle Timofey N. Chmovzh
Karim S. Gaisin
Oleg A. Rakitin
4,7-Bis(1,2,3,4,4a,9a-Hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine
Molbank
dyes
S<sub>N</sub>Ar nucleophilic substitution
[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazines
2,3,4,4a,9,9a-hexahydro-1<i>H</i>-carbazole
title 4,7-Bis(1,2,3,4,4a,9a-Hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine
title_full 4,7-Bis(1,2,3,4,4a,9a-Hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine
title_fullStr 4,7-Bis(1,2,3,4,4a,9a-Hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine
title_full_unstemmed 4,7-Bis(1,2,3,4,4a,9a-Hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine
title_short 4,7-Bis(1,2,3,4,4a,9a-Hexahydro-9<i>H</i>-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine
title_sort 4 7 bis 1 2 3 4 4a 9a hexahydro 9 i h i carbazol 9 yl 1 2 5 oxadiazolo 3 4 i d i pyridazine
topic dyes
S<sub>N</sub>Ar nucleophilic substitution
[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazines
2,3,4,4a,9,9a-hexahydro-1<i>H</i>-carbazole
url https://www.mdpi.com/1422-8599/2021/4/M1295
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AT karimsgaisin 47bis12344a9ahexahydro9ihicarbazol9yl125oxadiazolo34idipyridazine
AT olegarakitin 47bis12344a9ahexahydro9ihicarbazol9yl125oxadiazolo34idipyridazine