Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization

Koga, Y., Kaneda, T., Saito, Y., Murakami, K., Itami, K.
American Association for the Advancement of Science (AAAS)
Published 2018
Publication Date:
2018-01-26
Publisher:
American Association for the Advancement of Science (AAAS)
Print ISSN:
0036-8075
Electronic ISSN:
1095-9203
Topics:
Biology
Chemistry and Pharmacology
Geosciences
Computer Science
Medicine
Natural Sciences in General
Physics
Keywords:
Chemistry
Published by:
_version_ 1836398764298862593
autor Koga, Y., Kaneda, T., Saito, Y., Murakami, K., Itami, K.
beschreibung Since the discovery by Ullmann and Bielecki in 1901, reductive dimerization (or homocoupling) of aryl halides has been extensively exploited for the generation of a range of biaryl-based functional molecules. In contrast to the single-point connection in these products, edge-sharing fused aromatic systems have not generally been accessible from simple aryl halides via annulation cascades. Here we report a single-step synthesis of fused aromatics with a triphenylene core by the palladium-catalyzed annulative dimerization of structurally and functionally diverse chlorophenylenes through double carbon-hydrogen bond activation. The partially fused polyaromatics can be transformed into fully fused, small graphene nanoribbons, which are otherwise difficult to synthesize. This simple, yet powerful, method allows access to functional -systems of interest in optoelectronics research.
citation_standardnr 6147043
datenlieferant ipn_articles
feed_id 25
feed_publisher American Association for the Advancement of Science (AAAS)
feed_publisher_url http://www.aaas.org/
insertion_date 2018-01-26
journaleissn 1095-9203
journalissn 0036-8075
publikationsjahr_anzeige 2018
publikationsjahr_facette 2018
publikationsjahr_intervall 7984:2015-2019
publikationsjahr_sort 2018
publisher American Association for the Advancement of Science (AAAS)
quelle Science
relation http://science.sciencemag.org/cgi/content/short/359/6374/435?rss=1
schlagwort Chemistry
search_space articles
shingle_author_1 Koga, Y., Kaneda, T., Saito, Y., Murakami, K., Itami, K.
shingle_author_2 Koga, Y., Kaneda, T., Saito, Y., Murakami, K., Itami, K.
shingle_author_3 Koga, Y., Kaneda, T., Saito, Y., Murakami, K., Itami, K.
shingle_author_4 Koga, Y., Kaneda, T., Saito, Y., Murakami, K., Itami, K.
shingle_catch_all_1 Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization
Chemistry
Since the discovery by Ullmann and Bielecki in 1901, reductive dimerization (or homocoupling) of aryl halides has been extensively exploited for the generation of a range of biaryl-based functional molecules. In contrast to the single-point connection in these products, edge-sharing fused aromatic systems have not generally been accessible from simple aryl halides via annulation cascades. Here we report a single-step synthesis of fused aromatics with a triphenylene core by the palladium-catalyzed annulative dimerization of structurally and functionally diverse chlorophenylenes through double carbon-hydrogen bond activation. The partially fused polyaromatics can be transformed into fully fused, small graphene nanoribbons, which are otherwise difficult to synthesize. This simple, yet powerful, method allows access to functional -systems of interest in optoelectronics research.
Koga, Y., Kaneda, T., Saito, Y., Murakami, K., Itami, K.
American Association for the Advancement of Science (AAAS)
0036-8075
00368075
1095-9203
10959203
shingle_catch_all_2 Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization
Chemistry
Since the discovery by Ullmann and Bielecki in 1901, reductive dimerization (or homocoupling) of aryl halides has been extensively exploited for the generation of a range of biaryl-based functional molecules. In contrast to the single-point connection in these products, edge-sharing fused aromatic systems have not generally been accessible from simple aryl halides via annulation cascades. Here we report a single-step synthesis of fused aromatics with a triphenylene core by the palladium-catalyzed annulative dimerization of structurally and functionally diverse chlorophenylenes through double carbon-hydrogen bond activation. The partially fused polyaromatics can be transformed into fully fused, small graphene nanoribbons, which are otherwise difficult to synthesize. This simple, yet powerful, method allows access to functional -systems of interest in optoelectronics research.
Koga, Y., Kaneda, T., Saito, Y., Murakami, K., Itami, K.
American Association for the Advancement of Science (AAAS)
0036-8075
00368075
1095-9203
10959203
shingle_catch_all_3 Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization
Chemistry
Since the discovery by Ullmann and Bielecki in 1901, reductive dimerization (or homocoupling) of aryl halides has been extensively exploited for the generation of a range of biaryl-based functional molecules. In contrast to the single-point connection in these products, edge-sharing fused aromatic systems have not generally been accessible from simple aryl halides via annulation cascades. Here we report a single-step synthesis of fused aromatics with a triphenylene core by the palladium-catalyzed annulative dimerization of structurally and functionally diverse chlorophenylenes through double carbon-hydrogen bond activation. The partially fused polyaromatics can be transformed into fully fused, small graphene nanoribbons, which are otherwise difficult to synthesize. This simple, yet powerful, method allows access to functional -systems of interest in optoelectronics research.
Koga, Y., Kaneda, T., Saito, Y., Murakami, K., Itami, K.
American Association for the Advancement of Science (AAAS)
0036-8075
00368075
1095-9203
10959203
shingle_catch_all_4 Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization
Chemistry
Since the discovery by Ullmann and Bielecki in 1901, reductive dimerization (or homocoupling) of aryl halides has been extensively exploited for the generation of a range of biaryl-based functional molecules. In contrast to the single-point connection in these products, edge-sharing fused aromatic systems have not generally been accessible from simple aryl halides via annulation cascades. Here we report a single-step synthesis of fused aromatics with a triphenylene core by the palladium-catalyzed annulative dimerization of structurally and functionally diverse chlorophenylenes through double carbon-hydrogen bond activation. The partially fused polyaromatics can be transformed into fully fused, small graphene nanoribbons, which are otherwise difficult to synthesize. This simple, yet powerful, method allows access to functional -systems of interest in optoelectronics research.
Koga, Y., Kaneda, T., Saito, Y., Murakami, K., Itami, K.
American Association for the Advancement of Science (AAAS)
0036-8075
00368075
1095-9203
10959203
shingle_title_1 Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization
shingle_title_2 Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization
shingle_title_3 Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization
shingle_title_4 Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization
timestamp 2025-06-30T23:32:16.029Z
titel Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization
titel_suche Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization
topic W
V
TE-TZ
SQ-SU
WW-YZ
TA-TD
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uid ipn_articles_6147043