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Highly enantioselective construction of CF_(3) -bearing all-carbon quaternary stereocenters: Chiral spiro-fused bisoxazoline ligands with 1,1'-binaphthyl sidearm for asymmetric Michael-type friedel-crafts reaction

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Chinese Chemical Letters 2022年第5期33卷 2415-2419页

作者： Robert Li-Yuan Bao Lei Shi Kang Fu School of Science Harbin Institute of TechnologyShenzhen 518055China State Key Laboratory of Elemento-Organic Chemistry Nankai UniversityTianjin 300071China Guangdong Provincial Key Laboratory of Catalysis Southern University of Science and TechnologyShenzhen 518055China School of Chemistry and Chemical Engineering Harbin Institute of TechnologyHarbin 150001China

A novel class of chiral spiro-fused bisoxazoline ligands possessing a deep chiral pocket was *** developed ligands have been employed in the nickel-catalyzed highly enantioselective Michael-type friedel-crafts reaction, affording the products bearing a trifluoromethylated all-carbon quaternary stereocenter with moderate to excellent yields(up to 99%) and good to excellent enantioselectivies(up to> 99.9% ee). Moreover, a proposed model of chiral pocket revealed that the attack of indole from the Re-face of β-CF_(3)-β-disubstituted nitroalkene was favorable.

关键词： Chiral bisoxazoline ligand Chiral pocket Chiral spiro ligand friedel-crafts reaction Trifluoromethylated all-carbon quaternary stereocenter

Synthesis of a novel pyrrolo-benzoxaborole scaffold and its derivatization via friedel-crafts reaction catalyzed by anhydrous stannic chloride

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Chinese Chemical Letters 2011年第12期22卷 1411-1414页

作者： Pu Hua Wu Qing Qing Meng Hu Chen Zhou School of Pharmacy Shanghai Jiaotong University Shanghai 200240 China

A novel pyrrolo-benzoxaborole,6-（pyrrol-1-yl）-1,3-dihydro-1-hydroxy-2,1-benzoxaborole,was synthesized with 27%overall yield over six steps from 2-bromo-1-methyl-4-nitrobenzene as starting *** derivatization was achieved via friedel-crafts reaction catalyzed by anhydrous stannic chloride with various acyl chlorides giving 3-acyl-1-phenylpyrroles as the main products.

关键词： Benzoxaborole friedel-crafts reaction Stannic chloride 3-Acyl-1-arylpyrrole

Highly Diasteroselective friedel-crafts reaction of Indoles with N-tert-Butanesulfinylimino Esters:An Efficient and Practical Approach to Enantiomerically Enriched Indolylglycines

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Highly Diasteroselective Friedel-Crafts Reaction of Indoles ...

Removal of Thiophenic Sulfur Compounds from Oil Using Chlorinated Polymers and Lewis Acid Mixture via Adsorption and friedel-crafts Alkylation reaction

13th Asian Chemical Congress

作者： Du-Ming JI and Ming-Hua XU~* Shanghai Institute of Materia Medica Chinese Academy of Sciences 555 Zuchongzhi Road Shanghai 201203 China.

＜正＞Optically active non-proteinogenic amino acids are currently of great interest due to their significant biological activities,and extensive applications in new drug *** these valuable amino acids,indolylglycines that exist in many biologically natural and unnatural products have attracted much *** their asymmetric synthesis,however,despite the strategies of asymmetric catalysis,enzymatic resolution and chiral auxiliary-mediated induction were used;far

关键词： indolylglycine N-tert-butanesulfinyl imine friedel-crafts reaction

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Chinese Journal of Chemical Engineering 2014年第6期22卷 713-720页

作者：宋红艳高家俊陈星羽何静李春喜 State Key Laboratory of Chemical Resource Engineering Beijing University of Chemical Technology Faculty of Science Beijing University of Chemical Technology College of Chemical Engineering Beijing University of Chemical Technology

For efficient removal of thiophenic sulfur （S-） compounds from oils, a novel method is proposed here, i.e. one-pot alkylation desulfurization （OADS）, in which oil insoluble chlorinated polymer such as polyvinyl chlo- ride （PVC） is used as the alkylating regent with Lewis acid as catalyst. The aromatic S-compounds are grafted to the polymer through friedel-crafts reaction and removed facilely along with the polymer. The OADS mechanism is identified by scanning electron microscope and analyzer with surface area and pore size of the polymer. The influ- ence of some factors on the OADS is studied, e.g. the type and amount of chlorinated polymers and Lewis acids. It is nroved that thionhene and benzothioDhene can be removed efficiently from oil by PVC＋AlCl3 mixture even in the presence of 25% （by mass） of benzene due to the synergetic effects of the adsorptive desulfurization of AlCl3 and the alkylation desulfurization of PVC.

关键词： alkylation desulfurization chlorinated polymer thiophenic compound Lewis acid friedel-crafts reaction

High-efficiency and safe synthesis of tonalid via two friedel-crafts reactions in continuous-flow microreactors

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Chinese Journal of Chemical Engineering 2022年第12期52卷 126-135页

作者： Yang Han Yuanyuan Liu Shiwei Wang Xuehui Ge Xiaoda Wang Ting Qiu Engineering Research Center of Reactive Distillation Fujian Province Higher Education InstitutesCollege of Chemical EngineeringFuzhou UniversityFuzhou 350108China Qingyuan Innovation Laboratory Quanzhou 362801China

Tonalid,an important fragrance ingredient with widespread applicatio n,was synthesized via two friedelcrafts reactions,which were catalyzed by AlCl_(3).The traditional tonalid production was conducted in batch stirring tank reactors,suffering from low production capacity and the safety hazard of temperature *** solve these problems,the continuous-flow technologies were developed for the highefficiency and intrinsically safe synthesis of tonalid in *** AlCl_(3)was neatly homogenized in proper solvents by forming complex with reactant,which was a necessary step for the continuous synthesis in *** reaction conditions,including reactant molar ratio,catalyst concentration,temperature,and microchannel hydrodynamic diameter,were investigated for the two friedel-crafts reactions in micro *** optimized conditions,the yields of the two friedel-crafts reactions were 44.15%and 97.55%,*** comparison with the batch reactors,the reaction times of these two reactions could both be reduced by nearly two thirds in microreactors at the similar yield.

关键词： Microreactor Continuous synthesis Process intensification Tonalid friedel-crafts reaction

Synthesis of Substituted Benzoxacycles via a Pd（ll）-Catalyzed Intramolecular Arylation reaction of Allylic Alcohols

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Chinese Journal of Chemistry 2017年第5期35卷 562-566页

作者： Jingjie Li Ceheng Tan Xinpeng Mu Jianxian Gong Zhen Yang Laboratory of Chemical Genomics School of Chemical Biology and Biotechnology Peking University Shenzhen Graduate School Shenzhen Guangdong 518055 China Key Laboratory of Bioorganic Chemistry and Molecular Engineering Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS) and Peking-Tsinghua Center for Life Sciences Peking University Beijing 100871 China

ein a Pd-catalyzed intramolecular allylation reaction of unprotected allylic alcohols was developed,and the reaction proceeded through a Pd（Ⅱ）-mediated allylic carbocation species formation,followed by a friedel-Cr... 详细信息

关键词： Pd-catalyzed friedel-crafts reaction benzoxacycles arylation allylic compound

Microporous Hypercross-linked Conjugated Quinonoid Chromophores of Anthracene: Novel Polymers for CO_2 Adsorption

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Chinese Journal of Polymer Science 2015年第2期33卷 224-235页

作者： Rajangam Vinodh Mani Ganesh Mei Mei Peng Aziz Abidov Muthiahpillai Palanichamy Wang Seog Cha Hyun-Tae Jang Department of Chemical Engineering Hanseo University Korea Carbon Capture and Sequestration R and D Centre School of Civil and Environmental Engineering Kunsan National University

Microporous hypercross-linked conjugated quinonoid chromophores represent a novel class of amorphous polymers, synthesized by the reaction of anthracene with dimethoxy methane in the presence of FeCl3 catalyst. Their N2 adsorption isotherms confirm their microporous nature. Diffuse reflectance UV-Visible（DRS UV-Vis） spectroscopy confirms their matrix built with the conjugated quinonoids by their broad light absorption characteristics extending from 1000 nm to 200 nm with the absorbance maximum close to 400 nm. The catalyst cross-linked anthracene with ―CH2― bridges and subsequently dehydrogenating them to form quinonoids. Their Fourier transform infrared（FTIR） spectra showed their characteristic quinonoid vibrations between 1600 and 1700 cm-1. The synthesis of polymers was carried out at 30, 40, 50, 60, 70 and 80 ℃, but the quinonoid content of the polymer obtained at 80 ℃ was higher than that of the others. Their scanning electron microscopy（SEM） images showed microspheres of 1 to 5 μm size built with tiny particles. Their surfaces were not smooth. The polymer synthesized at 80 ℃ showed 5.1 wt% CO2 sorption at 25 ℃ and 0.1 MPa, but when it was recross-linked, the CO2 sorption increased to 8 wt%. Hence, hypercross-linked conjugated quinonoid chromophores of anthracene are good for sorption of CO2.

关键词： Anthracene Hypercross-linked polymers CO2 adsorption friedel-crafts reaction Quinonoid chromophores

An improved synthesis of bis(cyclopentadienone)

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Chinese Chemical Letters 2010年第10期21卷 1157-1161页

作者： Ming Ming Yu Xia Li Miao Luan Jun Na Gao Qiu Zhi Shi Ming Sheng Tang Liu He Wei Department of Chemistry Zhengzhou University Zhengzhou 450001 China College of Polymer Science and Engineering Sichuan University Chengdu 610065 China

An improved strategy for the synthesis of 3,3＇-（oxy-p-phenylene）bis（2,4,5-triphenylcyclopentadienone） was developed, which includes three steps： friedel-crafts reaction, oxidation and condensation. Importantly, the use of KMnO4 made the second step simple and efficient, which has potential application to synthesis of bis（cyclopentadienone）s. The course of oxidation has been confirmed by isolated intermediates.

关键词： Bis(cyclopentadienone) friedel-crafts reaction Oxidation Condensation

Robust perfluorinated porous organic networks: Succinct synthetic strategy and application in chlorofluorocarbons adsorption

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Nano Research 2021年第9期14卷 3282-3287页

作者： Yali Luo Zhenzhen Yang Xian Suo Hao Chen Tao Wang Ziqian Wang Yunfei Liu Yinong Lyu llja Popovs Sheng Dai College of Materials Science and Engineering Jiangsu National Synergetic Innovation Center for Advanced Materials(SICAM)Jiangsu Collaborative Innovation Center for Advanced Inorganic Function CompositesNanjing Tech UniversityNanjing 211816China Department of Chemistry The University of TennesseeKnoxvilleTN 37996USA Chemical Sciences Division Oak Ridge National LaboratoryOak RidgeTN 37831USA

Fluorinated porous organic networks(F-PONs)have demonstrated unique properties and applications,but approaches capable of affording F-PONs with high fluorine content and robust nanoporous architecture under metal-free and easy handling conditions are still rarely ***,using polydivinylbenzene(PDVB)as an easily available precursor,a novel and straightforward approach was developed to afford F-PONs via a dehydrative friedel-crafts reaction using perfluorinated benzylic alcohols as the cross-linking agent promoted by Bronsted acid(trifluoromethanesulfonic acid).The afforded material(F-PDVB)featured high fluorine content(22 at.%),large surface area(771 m^(2)·g^(-1)),and good chemical/thermal stability,rendering them as promising candidates for the adsorption of CO_(2),hydrocarbons,fluorocarbons,and chlorofluorocarbons,with weight capacities up to 520 wt.%being *** simple methodology can be extended to fabricate fluorinated hyper-crosslinked polymers(F-HCPs)from rigid aromatic *** progress made in this work will open new opportunities to further expand the involvement of fluorinated materials in large scale applications.

关键词： fluorinated porous organic networks friedel-crafts reaction hyper-crosslinked polymers chlorofluorocarbons