7073-94-1Relevant academic research and scientific papers
Catalytic Asymmetric Synthesis of Atropisomeric Quinolines through the Friedl?nder Reaction
Hu, Xingena,Jiang, Jun,Lan, Yunjun,Li, Juan,Li, Xinhua,Liu, Hongxin,Wan, Junlin,Xiao, Hong-Ping
supporting information, p. 2198 - 2202 (2019/11/25)
A phosphoric acid catalyzed atroposelective Friedl?nder reaction was developed in which acetylacetone and a variety of 2′-substituted 2-Aminobenzophenones were successfully employed to give optically active biaryl quinolines in good yields and with high enantioselectivities.
Hydrodehalogenation of Haloarenes by a Sodium Hydride–Iodide Composite
Ong, Derek Yiren,Tejo, Ciputra,Xu, Kai,Hirao, Hajime,Chiba, Shunsuke
supporting information, p. 1840 - 1844 (2017/02/05)
A simple protocol for hydrodebromination and -deiodination of halo(hetero)arenes was enabled by sodium hydride (NaH) in the presence of lithium iodide (LiI). Mechanistic studies showed that an unusual concerted nucleophilic aromatic substitution operates in the present process.
On the ionizing properties of supercritical carbon dioxide: Uncatalyzed electrophilic bromination of aromatics
Delgado-Abad, Thais,Martnez-Ferrer, Jaime,Reig-Lpez, Javier,Mello, Rossella,Acerete, Rafael,Asensio, Gregorio,Gonzlez-Nez, Mara Elena
, p. 51016 - 51021 (2015/01/16)
Supercritical carbon dioxide (scCO2), a solvent with a zero dipole moment, low dielectric constant, and no hydrogen bonding behavior, is a suitable medium to perform the uncatalyzed electrophilic bromination of weakly activated aromatics with no interference of radical pathways. The ability of scCO2 to promote these reactions matches those of strongly ionizing solvents such as aqueous acetic and trifluoroacetic acids. Conversely, carbon tetrachloride, with similar polarity parameters to scCO2, leads exclusively to side chain functionalization. The strong quadrupole moment, and the acidic, but non basic, Lewis character of carbon dioxide, are proposed as key factors for the singular performance of scCO2 in reactions involving highly polar and ionic intermediates.
Metal and H2O2 free aerobic oxidative aromatic halogenation with [RNH3+] [NO3-]/HX and [BMIM(SO3H)][NO3)x(X)y] (X = Br, Cl) as multifunctional ionic liquids
Prebil, Rok,Laali, Kenneth K.,Stavber, Stojan
supporting information, p. 2108 - 2111 (2013/06/05)
Novel multifunctional ionic liquids (ILs) are generated by addition of HBr or HCl to alkylammonium nitrates ([RNH3+] [NO 3-]) and to 3-methyl-1-(butyl-4-sulfonyl)imidazolium nitrate ([BMIM(SO3H)][NO3]). The resulting [RNH 3+] [NO3-]/HX and mono (3-methyl-1-(butyl-4-sulfonyl)imidazolium) monohalogenide mononitrate ([BMIM(SO3H)][NO3)x(X)y] (X = Br, Cl)) systems act as solvent and promoter for aerobic oxidative halogenation of arenes under mild conditions in high yields that can be repeated over several cycles.
Bromination of alkylbenzenes in 1-butyl-3-methylimidazolium bromide and its dibromide complex
Gruzdev,Virzum,Krylov
scheme or table, p. 263 - 267 (2010/08/06)
Alkylbenzenes were subjected to bromination with molecular bromine using 1-butyl-3-methylimidazolium bromide as solvent. A complex of 1-butyl-3-methylimidazolium bromide with bromine was synthesized. It ensured bromination of alkylbenzenes with no bromine and solvent. The results of bromination in binary solvents and ionic liquids, 1-butyl-3-methylimidazolium bromide and tribromide were compared. The bromination of ethylbenzene with 1-butyl-3-methylimidazolium tribromide was accompanied by formation of a considerable amount of α-bromoethylbenzene, which is not typical of electrophilic aromatic substitution process.
Erratum: Synthesis of functional phosphines with ortho-substituted aryl groups: 2-RC6H4PH2 and 2-RC6H 4P(SiMe3)2 (R = i -Pr- or t-Bu)
Dugal-Tessier, Julien,Kuhn, Paul-Steffen,Dake, Gregory R.,Gates, Derek P.
scheme or table, p. 355 - 360 (2011/04/22)
The synthesis and characterization of 2-i-PrC6H 4PCl2 (3), 2-t-BuC6H4PCl2 (4), 2-i-PrC6H4PH2 (5), 2-t-BuC 6H4PH2 (6), 2-i-PrC6H 4P(SiMe3)2 (7), and 2-t-BuC6H 4P(SiMe3)2 (8) are described.
Process for Preparing Chloro-and Bromoaromatics
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Page/Page column 6, (2010/09/18)
The present invention relates to a novel process for preparing chloro- or bromoaromatics of the formula (II) by diazotizing the formula (I) by means of sodium nitrite or potassium nitrite in the presence of aqueous hydrochloric or hydrobromic acids and then reacting with an iron(II) or iron(III) compound, optionally in the presence of additional amounts of hydrogen chloride or hydrogen bromide or alkali metal or alkaline earth metal chlorides or bromides.
Synthesis of functional phosphines with ortho-substituted aryl groups: 2-RC6H4PH2 and 2-RC6H 4P(SiMe3)2 (R = 2-/-Pr- or 2-f-Bu-)
Dugal-Tessier, Julien,Kuhn, Paul-Steffan,Dake, Gregory R.,Gates, Derek P.
scheme or table, p. 265 - 270 (2011/07/07)
The synthesis and characterization of 2- i-PrC6H 4PCl2 (3), 2-t-BuC6H4PCl2 (4), 2-i-PrC6H4PH2 (5), 2-t-BuC 6H4PH2 (6), 2-i-PrC6H 4P(SiMe3)2 (7), and 2-t-BuC6H 4P(SiMe3)2 (8) are described.
Synthesis and structure of optically active 1,12-diethyl-and 1,12-diisopropylbenzo[c]phenanthrenes: An isopropyl group can be smaller than a methyl group
Sugiura, Hiroki,Sakai, Daisuke,Otani, Harunori,Teranishi, Kazuhiro,Takahira, Yusuke,Amemiya, Ryo,Yamaguchi, Masahiko
, p. 72 - 73 (2007/10/03)
1,12-Diethyl- and 1,12-diisopropylbenzo[c]phenanthrene-5,8-dicarboxylic acids were synthesized, and resolved. The dihedral angles formed by the A and D rings increased in the order of diisopropyl diethyl dimethyl as indicated by X-ray analysis, which showed that the strain decreased with the increase of the bulkiness at the 1,12-groups. Copyright
A molecular mechanics approach to mapping the conformational space of diaryl and triarylphosphines
Fey, Natalie,Howell, James A. S.,Lovatt, Jonathan D.,Yates, Paul C.,Cunningham, Desmond,McArdle, Patrick,Gottlieb, Hugo E.,Coles, Simon J.
, p. 5464 - 5475 (2007/10/03)
A molecular mechanics force field has been developed which accurately reproduces experimental solid state structures and conformer interconversion barriers for a series of sterically congested diaryl and triaryl phosphines and some of their chalcogenide and Cr(CO)5 derivatives. The Royal Society of Chemistry 2006.
