21132-30-9Relevant articles and documents
Crystal Engineering of N,N′-Diphenylurea Compounds Featuring Phenyl-Perfluorophenyl Interaction
Yamasaki, Ryu,Iida, Mana,Ito, Ai,Fukuda, Kazuo,Tanatani, Aya,Kagechika, Hiroyuki,Masu, Hyuma,Okamoto, Iwao
, p. 5858 - 5866 (2017)
Here, aiming to adopt the phenyl-perfluorophenyl interaction to regulate molecular alignment and arrangement for crystal engineering, we examined and compared in detail the crystal structures of N,N′-diphenylurea compounds 1-6. We found that phenyl-perfluorophenyl interaction greatly influenced the intermolecular arrangement in the crystal, and we were able to prepare a cocrystal of 1 and 2, in which the molecules were alternately arranged under the control of the phenyl-perfluorophenyl interaction. This arrangement was driven by the asymmetric geometry of the hydrogen bonds in the cocrystal (1·2), in which 2, bearing two perfluorophenyl groups, worked as a better hydrogen bond donor. In contrast, NH connected to the phenyl group in 3 proved to be a better hydrogen bond donor due to the intramolecular resonance effect. N,N′-Dimethylated derivatives, 4-6, existed in cis-cis form in the crystal. Antiparallel carbonyl-carbonyl arrangements were observed in 4 and 6, while an unexpected carbonyl-perfluorophenyl interaction was observed in the crystal of 5. These findings will be helpful in the design of diphenylurea-based functional molecules, especially for solid-state application.
Reactions of N-(Pentafluorophenyl)carbonimidoyl dichloride with fluorinated benzenes in the presence of AlCl3
Petrova, Tamara D.,Platonov, Vyacheslav E.,Pokrovskii, Leonid M.,Rybalova, Tatyana V.,Gatilov, Yurii V.
, p. 1449 - 1466 (2007/10/03)
N-(Pentafluorophenyl)carbonimidoyl dichloride (1) reacts, in the presence of excess AlCl3, with fluorinated benzenes containing 1-5 fluorine atoms in the molecule. With fluoro- and 1,3,5-trifluorobenzene the reaction gives the corresponding imi
