53888-62-3Relevant academic research and scientific papers
Conjugated compound containing 9,9-diphenyl thiaxanthene and preparation and application thereof
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Paragraph 0028; 0029; 0032; 0033, (2019/01/20)
The invention belongs to the technical field of electroluminescent materials and discloses a conjugated compound containing 9,9-diphenyl thiaxanthene and preparation and an application thereof. The conjugated compound containing 9,9-diphenyl thiaxanthene
Synthesis of tetraarylmethanes via a Friedel-Crafts cyclization/desulfurization strategy
Griffin, Paul J.,Fava, Matthew A.,Whittaker, St. John T.,Kolonko, Kristopher J.,Catino, Arthur J.
supporting information, p. 3999 - 4002 (2018/10/02)
Tetraarylmethanes are an important class of molecules that contain four aryl groups bonded to a central carbon atom. The shape/three-dimensionality of these molecules makes them suitable for organic light-emitting diodes (OLEDs), organic solar cells, hydrogen storage, and even drug-delivery. Despite their importance, there are only a few methods available for their preparation. Herein, we report a simple procedure for the preparation of tetraarylmethanes that involves a bismuth-catalyzed Friedel-Crafts cyclization followed by a desulfurization reaction mediated by Raney nickel.
Reactions of 9-phenylthioxanthene 10-oxide with organometallic reagents
Shimizu,Kataoka,Hori
, p. 842 - 845 (2007/10/02)
Reactions of 9-phenylthioxanthene 10-oxide (1) with a variety of Grignard reagents afforded 9-substituted 9-phenylthioxanthenes (2). Similarly, organolithiums reacted with the sulfoxide 1 to give the corresponding thioxanthenes 2. The structures of 9-aryl
Syntheses and Reactions of 9-Substituted 10-Phenylthioxanthenium Salts: Negative Evidence for Thia-anthracene Oligomerisation
Hori, Mikio,Kataoka, Tadashi,Shimizu, Hiroshi,Ikemori, Megumi,Aoyama, Yasuko
, p. 1209 - 1218 (2007/10/02)
Various 9-aryl-10-phenylthioxanthenium salts have been prepared and their stereochemistry determined by (1)H n.m.r. spectroscopy.Reactions of the 10-phenylthioxanthenium salts or 10-phenyl-10-thia-anthracenes with aryl-lithiums have been studied in order to investigate whether or not 10-thia-antracenes cause oligomerisation.The 10-phenylthioxanthenium salts reacted with aryl-lithiums to give 9-phenylthioxanthenes in good yields.However, 10-phenylthioxanthenium salt (19) when treated with phenyl-lithium at -15 to -20 deg C gave 9-phenylthioxanthenol (38) (17percent) together with 9-phenylthioxanthene (13) because of the lability of 10-phenyl-10-thia-anthracene to air. 10-Phenyl-9-(p-tolyl)-10-thia-anthracene (50) generated in situ from the sulphonium salt (22) and lithium diisopropylamide failed to react with p-tolyl-lithium.An isolable ylide, 9-benzoyl-10-phenyl-10-thia-anthracene (52) was treated with p-tolyl-lithium at 0 deg C to give 9-benzoylthioxanthene (4) (82percent).In contrast, 9,9,10-triphenylthioxanthenium salt (24) on treatment with phenyl-lithium gave a ring-opened product (40), a ring-contracted product (41), diphenylsulphide (42), and 9,9-diphenylthioxanthene (12).These results indicate that the 10-phenyl-thia-anthracenes or the ?-sulphuranes of thioxanthenes do not cause oligomerisation.
10-Thia-anthracenes. Part 3. A Re-examination of the Reaction of 9-Phenylthioxanthylium Salt and Phenyl-lithium
Hori, Mikio,Kataoka, Tadashi,Shimizu, Hiroshi,Ban, Masatoshi,Matsushita, Hitoshi
, p. 187 - 194 (2007/10/02)
Reaction of 9-phenylthioxanthylium salt (1) with phenyl-lithium afforded eight compounds, 9-phenyl- (2), 9,9-diphenyl- (3). 3,9-diphenyl (4), 3,9,9-triphenyl- (5), and 4,9,9-triphenyl-thioxanthene (6), 9,9'-diphenyl-9,9'-bithioxanthenyl (7), thioxanthone (8), and 9,9'-diphenyldithioxanth-9-yl peroxide (9).Their structures were determined by comparison with the authentic samples.Six samples, (3)-(6), 2,9,9-triphenyl- (30), 9-(biphenyl-4-yl)-9-phenylthioxanthene (31) were independently synthesized in order to determine the structures of two pairs of positional isomers, 3,4, and 5,6.A radical mechanism contributed to the reaction of compound (1) with phenyl-lithium.
