108-57-6Relevant articles and documents
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent
Huang, Xia,Jin, Jian,Lei, Chuanhu,Su, Mincong
supporting information, (2022/01/15)
A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chemical space of precursors to fine chemicals and polymers. Importantly, a sustainable solvent, dimethyl isosorbide, is used, making this protocol more attractive from the point of view of green chemistry.
Copper-Catalyzed Oxidative Difunctionalization of Terminal Unactivated Alkenes
Hussain, Muhammad Ijaz,Feng, Yangyang,Hu, Liangzhen,Deng, Qingfu,Zhang, Xiaohui,Xiong, Yan
, p. 7852 - 7859 (2018/05/30)
The copper(II)-promoted free-radical oxidative difunctionalization of terminal alkenes to access ketoazides by utilizing molecular oxygen has been reported. A series of styrene derivatives have been evaluated and were found to be compatible to give the desired difunctionalized products in moderate to good yields. The role of molecular oxygen both as an oxidant and oxygen atom source in this catalytic transformation has been unquestionably demonstrated by 18O-labeling studies and a radical mechanistic pathway involving the oxidative formation of azidyl radicals is also designed. This environment-friendly catalytic oxidative protocol can transform aldehyde to nitrile.
Living anionic polymerization of 1,4-divinylbenzene and its isomers
Tanaka, Shunsuke,Matsumoto, Masayoshi,Goseki, Raita,Ishizone, Takashi,Hirao, Akira
, p. 146 - 154 (2013/03/14)
The anionic polymerization of 1,4-divinylbenzene (1) and its ortho (2) and meta isomers (3) were studied under a variety of conditions. One of the two vinyl groups of 1 was selectively and exclusively polymerized in a living manner by the addition of a suitable additive under the conditions of -78 C for 1 min and -95 C for 30 min. Under such conditions, the unwanted addition reaction of the chain-end anion to the pendant vinyl group was almost suppressed and soluble polymers with predictable molecular weights of up to 60 500 g/mol and narrow molecular weight distributions (Mw/Mn 1.05) were quantitatively obtained. The amount of dimerized chain produced by the addition reaction was negligible or very small (5%). The effective additives in the polymerization involve potassium alkoxides and phenoxides, derived from tert-butyl alcohol, sec-butyl alcohol, 2,4-dimethyl-3-pentanol, 1-methylcyclohexanol, 1:2,5:6-di-O-isopropylidene-α-d-glucofuranose, phenol, 1-naphthol, and 2,6-di(tert-butyl)-4-methylphenol, and potassium carboxylate derived from pivalic acid. The living polymer of 1 was not stable at -78 C after 5 min or longer times, but very stable at -95 C even for 30 min. The chain-end anion could be stabilized by end-capping with tert-butyl methacrylate and 1,1-diphenylethylene, and the resulting anions remained unchanged at -78 C even after several hours.