2510-55-6Relevant articles and documents
Bengelmans et al.
, p. 885 (1977)
Kinetic Analysis of Aromatic Photocyanation: Naphthalene, Biphenyl, and Phenanthrene
Lemmetyinen, Helge J.
, p. 1269 - 1274 (1983)
Nucleophilic photocyanation of the unsubstituted aromatic hydrocarbons, naphthalene, biphenyl, and phenanthrene, in both dry and aqueous acetonitrile can be described by a mechanism involving two photoinduced transients.The primary step of the mechanism is the formation of a transient ionic complex through triplet excimer of aromatic hydrocarbon or, when an electron acceptor is present, through triplet exciplex.The attack of cyanide ion on the transient complex yields the cyanated radical, ArHCN., which in aqueous acetonitrile reacts with itself to yield cyano- and dihydrocyano-products or, in dry acetonitrile after being attacked by an electron, is oxidized to the cyano-product.The rate constants for the formation of radical ions and the attack of cyanide ion are calculated from the experimental results.
Cyanide-Free Cyanation of Aryl Iodides with Nitromethane by Using an Amphiphilic Polymer-Supported Palladium Catalyst
Niimi, Ryoko,Suzuka, Toshimasa,Uozumi, Yasuhiro
supporting information, p. 40 - 44 (2021/11/30)
A cyanide-free aromatic cyanation was developed that uses nitromethane as a cyanide source in water with an amphiphilic polystyrene poly(ethylene glycol) resin-supported palladium catalyst and an alkyl halide (1-iodobutane). The cyanation proceeds through the palladium-catalyzed cross-coupling of an aryl halide with nitromethane, followed by transformation of the resultant (nitromethyl)arene intermediate into a nitrile by 1-iodobutane.
Copper-catalyzed remote C–H arylation of polycyclic aromatic hydrocarbons (PAHs)
Fu, Zhangyi,Lan, Jingbo,Luo, Anping,Wu, Di,You, Jingsong,Zhang, Min
supporting information, p. 530 - 536 (2020/05/14)
The regioselective C–H arylation of substituted polycyclic aromatic hydrocarbons (PAHs) is a desired but challenging task. A copper-catalyzed C7–H arylation of 1-naphthamides has been developed by using aryliodonium salts as arylating reagents. This protocol does not need to use precious metal catalysts and tolerates wide variety of functional groups. Under standard conditions, the remote C–H arylation of other PAHs including phenanthrene-9-carboxamide, pyrene-1-carboxamide and fluoranthene-3carboxamide has also accomplished, which provides an opportunity for the development of diverse organic optoelectronic materials.