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Organic Chemistry Frontiers 2022年第1期9卷 156-162页

作者： Jian-Ping Tan Yuan Chen Xiaoyu Ren Yumeng Guo Bing Yi Hongkui Zhang Guowei Gao Tianli Wang Hunan Province Key Laboratory of Environmental Catalysis and Waste Recycling College of Materials and Chemical EngineeringHunan Institute of EngineeringXiangtan411104P.R.China Key Laboratory of Green Chemistry&Technology of Ministry of Education College of ChemistrySichuan University 29 Wangjiang RoadChengdu 610064P.R.China

We present a phosphonium-containing catalyst generated in situ from phosphine and tert-butyl acrylate that serves as an unusual Lewis base catalyst.It was applied for the promotion of a remote 1,6-cyanation reaction of p-quinone methides and fuchsones employing trimethylsilyl cyanide as the cyanide source.A diverse range ofα-diaryl andα-triaryl acetonitriles was obtained in high yields under mild reaction conditions with low catalyst loading(5 mol%).The practicality and utility of this protocol were demonstrated via the gram-scale preparation and facile elaboration of products.Mechanistic investigations(in situ NMR and ESI-MS analysis)were employed to characterize the active zwitterionic phosphonium intermediate,which was the“true”active catalyst.

关键词： catalyst facile acetonitrile

Copper-Mediated Cyanation of Aryl C H Bond with Removable Bidenate Auxiliary Using acetonitrile as the Cyano Source

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Chinese Journal of Chemistry 2018年第12期36卷 1139-1142页

作者： Zhengwei Yu Saisai Zhang Zengming Shen Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs School of Chemistry and Chemical EngineeringShanghai Jiao Tong University800 Dongchuan RoadShanghai 200240China

Copper‐mediated cyanation of aryl C—H bond with removable bidenate auxiliary as a directing group has been developed, in which green and cheap acetonitrile is used as the “CN” source. By switching the reaction conditions, the C—H cyanated products and N ‐Ar‐phthalimides can be provided in acceptable yields with high chemoselectivity, respectively. The use of quaternary ammonium salt is essential for cyanation reaction.

关键词： cyanation copper catalyst aryl C—H bond activation acetonitrile N‐Ar‐phthalimides

Self-inclusion of a New Calix[4]arene Derivative via Associated acetonitrile： X-ray Diffraction and Density Functional Theory Studies

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Chinese Journal of Chemistry 2005年第7期23卷 852-856页

作者：杨高升缪韧李一志金晨洪瑾郭子建朱龙根 StateKeyLaboratoryofCoordinationChemistry CoordinationChemistryInstituteNanjingUniversityNanjingJiangsu210093China StateKeyLaboratoryofCoordinationChemistry CoordinationChemistryInstituteNanjingUniversityNanjingJiangsu210093China//SchoolofChemistryandMaterialScienceAnhuiNormalUniversity

A new calix[4]arene derivative, 11,23-bis(hydroxyiminomethyl)-25,27- dihydroxy-26,28-di-n-propoxycalix[4]-arene (B), was synthesized and a compound, with composition of B•2CH3CN, was fully characterized. 1H NMR showed that B in the B•2CH3CN adopts a cone conformation. X-ray diffraction analysis confirmed the conformation found in solution. In the crystal network, self-inclusion phenomenon is present in a dimeric unit of B•2CH3CN via embedding each other. The noncovalent interaction energies were calculated at B3LYP/6-311G(d) level and corrected by basis set superposition error (BSSE). In half a dimeric unit, one CH3CN is stabilized via hydrogen bonding formed between nitrogen atom of the acetonitrile and one hydroxyimino group, with bonding energy of -5.02 kJ•mol-1, and the other one stabilized by hydrogen bonding formed between nitrogen atom of the acetonitrile and the other hydroxyimino group, with bonding energy of -14.23 kJ•mol-1, and by inclusion to hydrophobic cavity of the other half of the dimeric unit via C-H⋯π interaction, with bonding energy of -3.77 kJ•mol-1, doubling of which is a driving force for embedding two B•2CH3CN together. © 2005 SIOC, CAS & Wiley-VCH Verlag GmbH & Co. KGaA.

关键词： acetonitrile Calixarene derivative Crystal structure Density functional theory Noncovalent interaction Self-inclusion

Extractive distillation of the benzene and acetonitrile mixture using an ionic liquid as the entrainer

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Green Energy & Environment 2021年第3期6卷 444-451页

作者： Yichun Dong Qingchun Yang Zhiwei Li Zhigang Lei School of Chemistry and Chemical Engineering Hefei University of TechnologyHefei230009China State Key Laboratory of Chemical Resource Engineering Beijing University of Chemical TechnologyBox 266Beijing100029China

The benzene and acetonitrile azeotropic mixture was proposed to be separated by extractive distillation using an ionic liquid(IL)as the entrainer.The suitable IL was selected by the COSMO-RS model,and 1-ethyl-3-methylimidazolium tetrafluoroborate([EMIM][BF_(4)])was considered as the suitable entrainer mainly due to its high selectivity,low viscosity,and low price.The experimental vapor pressure data of the IL-containing systems(benzene+[EMIM][BF_(4)]and acetonitrile+[EMIM][BF_(4)])were measured in the full concentration range.The results show that acetonitrile has a stronger interaction with IL than benzene,and the low deviations between the experimental and UNIFAC predicted values show the reliability of the UNFIAC model.The UNIFAC predicted vapor-liquid equilibrium data of the benzene+acetonitrile+dimethyl sulfoxide(DMSO)/[EMIM][BF_(4)]system show that the relative volatility of benzene to acetonitrile is higher when the entrainer is[EMIM][BF_(4)].The process simulation results show that[EMIM][BF_(4)]can reduce the material and energy consumptions compared with DMSO.

关键词： Benzene acetonitrile Extractive distillation Ionic liquid UNIFAC model

1D silver cluster-assembled materials act as a platform for selectively erasable photoluminescent switch of acetonitrile

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Science China Chemistry 2019年第3期62卷 331-335页

作者： Ya-Hui Li Ren-Wu Huang Peng Luo Man Cao Hong Xu Shuang-Quan Zang Thomas C.W.Mak College of Chemistry and Molecular Engineering Zhengzhou University Department of Chemistry The Chinese University of Hong Kong Shatin

A new 1D silver cluster-assembled complex Ag_(10)bpy-CH_3CN exhibiting intense photoluminescence was reported. Upon the loss of coordinated acetonitrile, Ag_(10)bpy-CH_3CN form Ag_(10)bpy with Ag_(10)S_6 cores slightly distorted, being accompanied with photoluminescence quenching. Inverse process can be realized by treating Ag_(10)bpy with acetonitrile and shows a selectively erasable photoluminescent switch.

关键词： silver cluster photoluminescence switch structure transformation acetonitrile response

Solubility of stearic acid in supercritical CO_2-acetonitrile mixtures

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Chinese Journal of Chemistry 1999年第3期17卷 231-236,201页

作者：毛灿鲁洁韩布兴闫海科 Institute of Chemistry Chinese Academy of Sciences Beijing 100080 China

The solubility of stearic acid in supercritical CO2 with acetonitrile (CH3CN) cosolvent was measured at 318.15 K in the pressure range from 9.5 to 16.5 MPa, and the cosolvent concentration ranges from 0. 0 to 5.5 mol% . The solubility increases with acetonitrile concentration and pressure, and it also increases with the apparent density of CO2 d1(moles of CO2 in per liter of fluid) at higher cosolvent concentrations. At lower d1, however, the solubility of the acid at lower acetonitrile concentrations is lower than that in pure CO2 provided that d1 is fixed, which is discussed qualitatively based on the clustering of the components in the system.

关键词： Green chemistry solid-fluid equilibria supercritical CO2 stearic acid acetonitrile

Determination of acetonitrile Volume Fraction in Mobile Phase by HPLC

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Chemical Research in Chinese Universities 2008年第6期24卷 694-696页

作者： WU Yi WANG Zhi-wu GU Jing-kai WANG Ying-wu Research Center of Drug Metabolism College of Life Sciences College of Pharmacy School of Public Health Jilin University Changchun 130021 P. R. China

This paper reports the development and validation of an assay for the determination of acetonitrile in the recycled mobile phase using high performance liquid chromatography（HPLC）. The method is based on that the retention in reversed-phase liquid chromatography increases with decreasing concentration of organic phase in the mobile phase. The natural logarithm of the capacity ratio for a given solute is linearly related to the volume fraction of the organic modifier in the mobile phase. For dimethylphthalate and diethylphthalate, the linearity range is 30%--60%, and for biphenyl and terphenyl, the range is 60%--95%. Precision values（RSD） were both 〈1% and the accuracy（RE） was in the range of ±1%. The assay was successfully applied to the determination of acetonitrile concentration of recycled mobile phase after the distillation of the column eluent in our laboratory.

关键词： Mobile phase HPLC acetonitrile

A STUDY OF THE POLYMERIZATION MECHANISM OF acetonitrile IN GLOW DISCHARGE

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Chinese Journal of Polymer Science 1988年第2期6卷 172-177页

作者：余青松叶牧卢丽珍陈捷王佛松长田义仁 Academia Sinica Changchun Institute of Applied Chemistry College of Liberal Arts Science Department of Chemistry Ibaraki University Japan

Plasma polymerization of acetonitrile was carried out by a capacitively coupled RF plasma apparatus with external electrodes under some different reaction conditions such as discharge power. By investigating the informations provided by the polymer deposition regularities, IR spectra and elementary analysis results, the polymerization mechanism of acetonitrile in glow discharge have been investigated. The results show that acetonitrile polymerized in glow discharge mainly through hydrogen detachment for initiation at lower energy levels and the role that opening C≡N triple bond played in polymerization became more important at higher energy levels.

关键词： Plasma polymerization acetonitrile Glow discharge Mechanism

acetonitrile(CH_3CN)and methyl isocyanide(CH_3NC) adsorption on Pt(111)surface:a DFT study

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Journal of Measurement Science and Instrumentation 2013年第1期4卷 97-102页

作者：韩新艳任君曹端林朱佳平 College of Chemical Engineering and environment North Universtiy of China

The adsorption of CH3CN and CH3NC on the Pt(111)surface at the 1/4 monolayer(ML)coverage has been carried out at the level of density functional theory for understanding hydrogenation processes of nitriles.The most favored adsorption structure for CH3CN is the C-N bond almost parallel to the surface with the C-N bond interaction with adjacent surface Pt atoms.For CH3NC,the most stable configuration is the CH3NC locates at the face center cubic(fcc)site with the C-atom bonded to three Pt atoms.In addition,the HCN and HNC adsorption has been computed,and the adsorption pattern is nearly similar to the CH3CN and CH3NC,respectively.The adsorbed molecules rehybridize on the surface,becoming non-linear with a bent C-C-N or C-N-C angle.Furthermore,the binding mechanism of these molecules on the Pt(111)surface is also analyzed.

关键词： acetonitrile methyl isocyanide adsorption Pt(111)surface density functional theory(DFT)

AgF-Mediated Dialkylation of Activate Alkenes: An Efficient Access to Nitrile-Containing Spirooxindoles

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Chinese Journal of Chemistry 2014年第8期32卷 681-684页

作者： Liang Wu Pinhong Chen Guosheng Liu State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic ChemistryChinese Academy of SciencesShanghai 200032China

A novel Ag-mediated dialkylation reaction of alkenes was disclosed,in which AgF was essential to activate C-H bond of acetonitrile.This reaction provided an efficient way to nitrile-containing spirooxindoles from read... 详细信息

关键词： spirooxindoles activated alkenes silver fluoride acetonitrile C-H bond cleavage