97255-61-3Relevant academic research and scientific papers
Copper-mediated coupling of zirconacyclopentadienes with dihalo aromatic compounds. Formation of fused aromatic rings
Takahashi, Tamotsu,Hara, Ryuichiro,Nishihara, Yasushi,Kotora, Martin
, p. 5154 - 5155 (1996)
In this paper we report a copper-mediated intermolecular coupling of zirconacyclopentadienes with dihalo aromatic rings. This reaction can provide a novel preparative method of fused aromatic ring compounds. Yields were dependent on the amount of dimethylpropylene(urea) (DMPU). When 1.0 equiv of DMPU was used, the yields were 50-60%. The best yields were obtained when 2.5-3.0 equiv of DMPU was used. The use of HMPA instead of DMPU gave the same result.
A regionally selective hydrogenation method for chromium-catalyzed thick cyclic aromatic hydrocarbons and olefins based on magnesium-activated ligands
-
Paragraph 0020, (2022/01/10)
The present invention relates to the field of hydrogenation, specifically to a chromium-activated complex cyclic aromatic hydrocarbons and olefins promoted by magnesium-activated ligands regionally selective hydrogenation method, which is based on the in situ reduction strategy of magnesium, with biimides as ligands, CrCl2 as catalyst precursors, to construct an efficient low-costchromium hydrogenation system, under mild conditions, to achieve unilateral cyclic hydrogenation of thick ring aromatic hydrocarbons and high-selective hydrogenation of olefins. The system of the present invention is suitable for a variety of substrates of fused cyclic aromatic hydrocarbons, such as tetraphenyl, benzoanthracene, pentabenzo and alfalfa and the like. This provides a simple and efficient strategy and pathway for the synthesis of partially saturated thick cyclic aromatic hydrocarbon compounds.
Cycloaddition Cascades of Strained Alkynes and Oxadiazinones
Darzi, Evan R.,Donaldson, Joyann S.,Garg, Neil K.,Houk, Kendall N.,Ramirez, Melissa
supporting information, p. 18201 - 18208 (2021/07/12)
We report a computational and experimental study of the reaction of oxadiazinones and strained alkynes to give polycyclic aromatic hydrocarbons (PAHs). The reaction proceeds by way of a pericyclic reaction cascade and leads to the formation of four new carbon?carbon bonds. Using M06-2X DFT calculations, we interrogate several mechanistic aspects of the reaction, such as why the use of non-aromatic strained alkynes can be used to access unsymmetrical PAHs, whereas the use of arynes in the methodology leads to symmetrical PAHs. In addition, experimental studies enable the rapid synthesis of new PAHs, including tetracene and pentacene scaffolds. These studies not only provide fundamental insight regarding the aforementioned cycloaddition cascades and synthetic access to PAH scaffolds, but are also expected to enable the synthesis of new materials.
Modular synthesis of unsymmetrical doubly-ring-fused benzene derivatives based on a sequential ring construction strategy using oxadiazinones as a platform molecule
Meguro, Tomohiro,Chen, Shengnan,Kanemoto, Kazuya,Yoshida, Suguru,Hosoya, Takamitsu
, p. 582 - 585 (2019/06/11)
An efficient benzene ring construction method using oxadiazinones as a platform molecule has been developed. Sequential reactions of oxadiazinones with cycloalkynes and arynes afforded partially reduced polyaromatics. This method enables facile preparation of various unsymmetrical doubly-ring-fused benzene derivatives including multisubstituted tetrahydroanthracenes and anthracenes.
Synthesis of acenes via coupling of 1,4-dilithiobutadienes with diiodoarenes in the presence of CuCl
Zhou, Lishan,Nakajima, Kiyohiko,Kanno, Ken-ichiro,Takahashi, Tamotsu
supporting information; experimental part, p. 2722 - 2726 (2009/09/06)
Dilithiobutadienes prepared from diiodobutadienes reacted with diiodobenzene or diiodonaphthalene to afford substituted naphthalene, anthracene, dihydronaphthacene, and dihydropentacene derivatives in the presence of CuCl and DMPU. Dihydronaphthacene and
