2017
DOI: 10.3791/56501
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Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core

Abstract: We report a procedure to linearly scale-up the synthesis of 2,8-bis(3,6-di-tert-butyl-9H-carbazol-9-yl)dibenzothiophene-S,S-dioxide (compound 4) and 2,8-bis(10H-phenothiazin-10-yl)dibenzothiophene-S,S-dioxide (compound 5) using Buchwald-Hartwig cross-coupling reaction conditions. In addition, we demonstrate a scaled-up synthesis of all non-commercially available starting materials that are required for the amination cross-coupling reaction. In the present article, we provide the detailed synthetic procedures f… Show more

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Cited by 4 publications
(4 citation statements)
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“…On the other hand, taking into account both general sustainable development and the regulations of energy efficiency, it can be deduced that the development of new materials in the manufacture of equipment manufactured with LED, SSLL, OLED [70] or third-generation LED technology based on TADF emitters for lighting [71] should be analyzed with LCA techniques to assess their impacts, and based on the results, the decision to opt for these new LED developments in the immediate future can be supported [72].…”
Section: Discussionmentioning
confidence: 99%
“…On the other hand, taking into account both general sustainable development and the regulations of energy efficiency, it can be deduced that the development of new materials in the manufacture of equipment manufactured with LED, SSLL, OLED [70] or third-generation LED technology based on TADF emitters for lighting [71] should be analyzed with LCA techniques to assess their impacts, and based on the results, the decision to opt for these new LED developments in the immediate future can be supported [72].…”
Section: Discussionmentioning
confidence: 99%
“…The investigation of the potential of eucalyptol as a solvent in Buchwald-Hartwig coupling began with a literature review to determine the best conditions for this type of transformation [132][133][134][135][136][137][138][139][140][141][142][143][144]. After compiling the main and most widely used reaction conditions for this coupling, the authors chose the conditions that were mainly applicable to the heterocycles frequently used by their team.…”
Section: Buchwald-hartwig Coupling Reactionmentioning
confidence: 99%
“…This work began with a literature review to identify the best conditions for this kind of transformation. Once we had collected the main and most commonly used reaction conditions for the Buchwald-Hartwig coupling reaction, [9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26][27] we selected the conditions that mainly applied to the heterocycles frequently used by the team. The following conditions were identified as the starting point of this study ( Table 1).…”
Section: Introductionmentioning
confidence: 99%