ByBimolecular Nucleophilic Substitution, four new types of alkylene triphenyl double quaternary phosphonium salt were synthesized respectively by using triphenylphosphine, 1,3-dibromopropane, 1,6-dibromohexane,1,10-di...ByBimolecular Nucleophilic Substitution, four new types of alkylene triphenyl double quaternary phosphonium salt were synthesized respectively by using triphenylphosphine, 1,3-dibromopropane, 1,6-dibromohexane,1,10-dibromo- decane, 1,12-dibromododecane as raw materials and using DMAC as the solvent, under a certain temperature and reac- tion time. The productivity is 58% - 83%. The molecular structures of the products were characterized by IR, NMR and elemental analysis. The sterilizing effect of 1,6-hexylidene triphenyl double phosphonium bromide(HTDPB) and 1,12- dodecylidene triphenyl double phosphonium bromide(DoTDPB) was evaluated by using extinct dilution method.The experimental result shows that the sterilizing effect of DoTDPB is better than the effect of HTDPB under the same drug concentration and contact time. When the concentration of DoTDPB was 20 mg/L and the contact time was 0.5 h, the sterilizing rate of DoTDPB used to kill saprophytic bacteria (TGB), sulfate-reducing bacteria (SRB) and iron bacteria (IB) was 95.56%, 84% and 99.58% respectively.展开更多
Quaternary phosphonium salts (QPS) with reactive groups used as antibacterial agents are promising which could be covalently linked to inert polymer surfaces by in situ polymerization. In this work, two kinds of quate...Quaternary phosphonium salts (QPS) with reactive groups used as antibacterial agents are promising which could be covalently linked to inert polymer surfaces by in situ polymerization. In this work, two kinds of quaternary phosphonium salts with hydroxyl groups were synthesized successfully. Characterization of these two quaternary phosphonium salts was performed by the Fourier transform infrared spectroscopy (FT-IR) and nuclear magnetic resonance (NMR) spectrometry. The thermal stability and antibacterial activity of antibacterial agents were also investigated by using thermo-gravimetric analysis, differential scanning calorimetry (TG-DSC) and agar diffusion method. The test results showed that these two QPS exhibited good thermal stability and excellent antibacterial activity against both bacteria: Staphylococcus aureus and Escherichia coli.展开更多
In this study was to investigate, by phase-transfer catalysis, the activity of single and mixed ammonium and phosphonium salts grafted on a 揼el-type?styrene-7% divinylbenzene copolymer in the oxidation of benzyl alco...In this study was to investigate, by phase-transfer catalysis, the activity of single and mixed ammonium and phosphonium salts grafted on a 揼el-type?styrene-7% divinylbenzene copolymer in the oxidation of benzyl alcohol with hydrogen peroxide. A wide variety of catalysts with different quaternary groups and different quaternary chain length substituents were examined. The activity of single 搊nium?salts increases as a consequence of the association of ammonium and phosphonium salts grafted on the same polymeric support. The activity of polymer-supported ammonium and phosphonium salts increases with the number of carbon atoms contained in the alkyl radicals of the onium and of the functionalization degree with phosphonium groups.展开更多
A systematic study on the synthesis and antibacterial activity of the quaternary "onium" salts grafted on an insoluble "gel-type" styrene-7% divinylbenzene copolymer by polymer-analogous reactions ...A systematic study on the synthesis and antibacterial activity of the quaternary "onium" salts grafted on an insoluble "gel-type" styrene-7% divinylbenzene copolymer by polymer-analogous reactions is showed. Antibacterial activity of quaternary ammonium and/or phosphonium salts grafted on polymer-supports has been studied against Staphylococcus aureus and Escherichia coli. A wide variety of "onium" salts bound to macromolecular supports with different quaternary groups and different quaternary chain length substituents were examined. The antibacterial activity of mixed "onium" salts increases as a consequence of the association of ammonium and phosphonium salts grafted on the same polymeric support.展开更多
A charge transfer complex(CTC)-enabled photoreduction of ether phosphonium salts for the generation of oxyalkyl radicals was described.The photoreduction provides a convenient method to achieve selective oxyalkylation...A charge transfer complex(CTC)-enabled photoreduction of ether phosphonium salts for the generation of oxyalkyl radicals was described.The photoreduction provides a convenient method to achieve selective oxyalkylation of enamides with broad substrate scope.The method features operational simplicity,mild and inherent green conditions.展开更多
This article described an unprecedented synthesis of trifluoromethylthiophosphonium salts from allyl trifluoromethyl sulfoxide and phosphines in the presence of trimethylsilyl trifluoromethanesulfonate(TMSOTf)through ...This article described an unprecedented synthesis of trifluoromethylthiophosphonium salts from allyl trifluoromethyl sulfoxide and phosphines in the presence of trimethylsilyl trifluoromethanesulfonate(TMSOTf)through Mislow-Evans-type rearrangement.The resulting trifluoromethylthiophosphonium salts were firstly isolated and fully characterized.These fluoroalkylphosphonium salts,as exemplified by trifluoromethylthio triphenylphosphonium salt(6a),exhibited unique and versatile reaction with nucleophiles and deoxygenative trifluoromethylthiolation reaction of carboxylic acids.Furthermore,the photoredox catalytic tunable radical hydrotrifluoromethylation and hydrotrifluoromethythiolation of unactivated alkenes with 6a was successfully.展开更多
Structurally fused heterocycles encompassing a centerpiece of benzotropane are significant scaffolds with a plethora of promising biological activities,but such molecular architectures pose a long-standing daunting sy...Structurally fused heterocycles encompassing a centerpiece of benzotropane are significant scaffolds with a plethora of promising biological activities,but such molecular architectures pose a long-standing daunting synthetic challenge.Herein,we reported a highly efficient asymmetric cyclodearomatization of 2-nitrobenzofurans with cyclic azomethine ylides by employing bifunctional phosphonium salts as phase-transfer catalysts.Under optimized reaction conditions,a diverse array of polycyclic benzofused tropane derivatives with four contiguous 4°/3°stereocenters were readily synthesized in both high yields and diastereoselectivities with up to>99%ee.The practicality and utility of this protocol were further demonstrated by the scaled-up reaction and facile elaborations.Moreover,preliminary investigations into their antitumor activities were also presented.展开更多
The aim of this research is to develop a novel non-leaching antimicrobial waterborne polyurethane(WPU)leather coating material with covalently attached quaternary phosphonium salt(QPS).The structure of the QPS-bearing...The aim of this research is to develop a novel non-leaching antimicrobial waterborne polyurethane(WPU)leather coating material with covalently attached quaternary phosphonium salt(QPS).The structure of the QPS-bearing WPU has been identified,and their thermal stability,mechanical property,and antimicrobial performance have been investigated.The results reveal that the incorporation of QPS slightly reduces the thermal stability of WPU material but would not affects its usability as leather coating.Despite the presence of hydrophobic benzene in QPS structure,the strong hydration of its cationic groups leads to the increased surface contact angle(SCA)and water absorption rate(WAR)of the films,suggesting that the water resistance of the films needs to be improved for the purpose of leather coatings.Antibacterial tests demonstrate that when the QPS content is 20 wt%,QPS-bearing WPU shows effective antimicrobial activity against bacteria.The WPU containing QPS prepared in this study is a non-leaching antimicrobial material and has great potential application as leather coating.展开更多
Phosphonium or arsonium salt 1 can undergo the tandem reaction of deprotonation -oxidation-Wittig reaction with alcohol 2 in the presence of sodium hydroxide and manganese dioxide, which affords a general simplified m...Phosphonium or arsonium salt 1 can undergo the tandem reaction of deprotonation -oxidation-Wittig reaction with alcohol 2 in the presence of sodium hydroxide and manganese dioxide, which affords a general simplified method for the stereoselective synthesis of (E)- a, b-unsaturated esters 3.展开更多
Currently,it encounters great challenges to accomplish catalyzing various kinds of carbon dioxide(CO_(2))conversion reactions efficiently with single catalyst,let alone control the interplay among catalytic efficiency...Currently,it encounters great challenges to accomplish catalyzing various kinds of carbon dioxide(CO_(2))conversion reactions efficiently with single catalyst,let alone control the interplay among catalytic efficiency and selectivity evenly.Here,we prepared a functional covalent organic framework,[PTPP]X%-TD-COF[PTPP=3-bromopropyltriphenylphosphonium;TD=1,3,5-tri(4-aminophenyl)benzene-1,4-diformylbenzene],by immobilizing the quaternary phosphonium salt onto the skeleton of COFs through a post-synthesis strategy for versatilely catalyzing reduction of CO_(2) and CO_(2) fixation on epoxide and aziridine facilely.With the typical features of COFs(such as porosity and ordered structure)and catalytic activity of the quaternary phosphonium salt,[PTPP]X%-TD-COF possesses an intensely synergistic effect for catalyzing the chemical transformations of CO_(2).Noteworthily,the quaternary phosphonium salt functionalized COFs catalyze the CO_(2) reduction reaction with amine and phenylsilane to produce formylated and methylated products under gentle reaction conditions with high selectivity and efficiency.Furthermore,[PTPP]_(X%)-TD-COF shows high catalytic ability in CO_(2) chemical fixation reactions.展开更多
Na-montruorillonite (Na-MMT) was exchanged with three quaternary alkylphosphonium salts: decyl tributylphosphonium bromide (DTBPBr), dodecyl tributylphosphonium bromide (DDTBPBr) and hexadecyl tributylphosphonium brom...Na-montruorillonite (Na-MMT) was exchanged with three quaternary alkylphosphonium salts: decyl tributylphosphonium bromide (DTBPBr), dodecyl tributylphosphonium bromide (DDTBPBr) and hexadecyl tributylphosphonium bromide (HDTBPBr), to investigate the effects of phosphonium salts species and relative molecular mass on the characteristics, morphology, thermal stability and long-acting antibacterial property of phosphonium montmorillonites. The resulting modified montmorillonites were characterized by the FTIR, XRD, TEM, and TG/DTG techniques. And minimum inhibitory concentration (MIC) was used to investigate antibacterial activity. The results show that the phosphonium salts are intercalated into Na-MMT, and the basal spacing of P-MMTs is enlarged with the increase of phosphonium salt content or the growth of alkyl chain length. DDTBP-MMT-3 with 19.83% (mass fraction) of dodecyl tributylphosphonium salts, displays excellent thermal stability and long-acting antibacterial activity.展开更多
文摘ByBimolecular Nucleophilic Substitution, four new types of alkylene triphenyl double quaternary phosphonium salt were synthesized respectively by using triphenylphosphine, 1,3-dibromopropane, 1,6-dibromohexane,1,10-dibromo- decane, 1,12-dibromododecane as raw materials and using DMAC as the solvent, under a certain temperature and reac- tion time. The productivity is 58% - 83%. The molecular structures of the products were characterized by IR, NMR and elemental analysis. The sterilizing effect of 1,6-hexylidene triphenyl double phosphonium bromide(HTDPB) and 1,12- dodecylidene triphenyl double phosphonium bromide(DoTDPB) was evaluated by using extinct dilution method.The experimental result shows that the sterilizing effect of DoTDPB is better than the effect of HTDPB under the same drug concentration and contact time. When the concentration of DoTDPB was 20 mg/L and the contact time was 0.5 h, the sterilizing rate of DoTDPB used to kill saprophytic bacteria (TGB), sulfate-reducing bacteria (SRB) and iron bacteria (IB) was 95.56%, 84% and 99.58% respectively.
文摘Quaternary phosphonium salts (QPS) with reactive groups used as antibacterial agents are promising which could be covalently linked to inert polymer surfaces by in situ polymerization. In this work, two kinds of quaternary phosphonium salts with hydroxyl groups were synthesized successfully. Characterization of these two quaternary phosphonium salts was performed by the Fourier transform infrared spectroscopy (FT-IR) and nuclear magnetic resonance (NMR) spectrometry. The thermal stability and antibacterial activity of antibacterial agents were also investigated by using thermo-gravimetric analysis, differential scanning calorimetry (TG-DSC) and agar diffusion method. The test results showed that these two QPS exhibited good thermal stability and excellent antibacterial activity against both bacteria: Staphylococcus aureus and Escherichia coli.
文摘In this study was to investigate, by phase-transfer catalysis, the activity of single and mixed ammonium and phosphonium salts grafted on a 揼el-type?styrene-7% divinylbenzene copolymer in the oxidation of benzyl alcohol with hydrogen peroxide. A wide variety of catalysts with different quaternary groups and different quaternary chain length substituents were examined. The activity of single 搊nium?salts increases as a consequence of the association of ammonium and phosphonium salts grafted on the same polymeric support. The activity of polymer-supported ammonium and phosphonium salts increases with the number of carbon atoms contained in the alkyl radicals of the onium and of the functionalization degree with phosphonium groups.
文摘A systematic study on the synthesis and antibacterial activity of the quaternary "onium" salts grafted on an insoluble "gel-type" styrene-7% divinylbenzene copolymer by polymer-analogous reactions is showed. Antibacterial activity of quaternary ammonium and/or phosphonium salts grafted on polymer-supports has been studied against Staphylococcus aureus and Escherichia coli. A wide variety of "onium" salts bound to macromolecular supports with different quaternary groups and different quaternary chain length substituents were examined. The antibacterial activity of mixed "onium" salts increases as a consequence of the association of ammonium and phosphonium salts grafted on the same polymeric support.
基金supported by the National Natural Science Foundation of China(No.22001248)the Fundamental Research Funds for the Central Universities and University of Chinese Academy of Sciences.
文摘A charge transfer complex(CTC)-enabled photoreduction of ether phosphonium salts for the generation of oxyalkyl radicals was described.The photoreduction provides a convenient method to achieve selective oxyalkylation of enamides with broad substrate scope.The method features operational simplicity,mild and inherent green conditions.
基金This work was supported by the National Natural Science Foundation of China(21991121,22271298)the National Key Research and Development Program of China(2021YFF0701700).
文摘This article described an unprecedented synthesis of trifluoromethylthiophosphonium salts from allyl trifluoromethyl sulfoxide and phosphines in the presence of trimethylsilyl trifluoromethanesulfonate(TMSOTf)through Mislow-Evans-type rearrangement.The resulting trifluoromethylthiophosphonium salts were firstly isolated and fully characterized.These fluoroalkylphosphonium salts,as exemplified by trifluoromethylthio triphenylphosphonium salt(6a),exhibited unique and versatile reaction with nucleophiles and deoxygenative trifluoromethylthiolation reaction of carboxylic acids.Furthermore,the photoredox catalytic tunable radical hydrotrifluoromethylation and hydrotrifluoromethythiolation of unactivated alkenes with 6a was successfully.
基金supported by the National Natural Science Foundation of China(21971165,21921002,81630101)the National Key Research and Development Program of China(2018YFA0903500)+1 种基金the“1000-Youth Talents Program”(YJ201702)the Fundamental Research Funds for the Central Universities。
文摘Structurally fused heterocycles encompassing a centerpiece of benzotropane are significant scaffolds with a plethora of promising biological activities,but such molecular architectures pose a long-standing daunting synthetic challenge.Herein,we reported a highly efficient asymmetric cyclodearomatization of 2-nitrobenzofurans with cyclic azomethine ylides by employing bifunctional phosphonium salts as phase-transfer catalysts.Under optimized reaction conditions,a diverse array of polycyclic benzofused tropane derivatives with four contiguous 4°/3°stereocenters were readily synthesized in both high yields and diastereoselectivities with up to>99%ee.The practicality and utility of this protocol were further demonstrated by the scaled-up reaction and facile elaborations.Moreover,preliminary investigations into their antitumor activities were also presented.
基金Innovation Team Program of Science and Technology(2017TD0010)Key research and development project(2018GZ031518)of Sichuan Province+1 种基金China Postdoctoral Science Foundation(2018 M631083,2019 T120842)postdoctoral research and development Foundation of Sichuan University(2019SCU12060)are gratefully acknowledged.
文摘The aim of this research is to develop a novel non-leaching antimicrobial waterborne polyurethane(WPU)leather coating material with covalently attached quaternary phosphonium salt(QPS).The structure of the QPS-bearing WPU has been identified,and their thermal stability,mechanical property,and antimicrobial performance have been investigated.The results reveal that the incorporation of QPS slightly reduces the thermal stability of WPU material but would not affects its usability as leather coating.Despite the presence of hydrophobic benzene in QPS structure,the strong hydration of its cationic groups leads to the increased surface contact angle(SCA)and water absorption rate(WAR)of the films,suggesting that the water resistance of the films needs to be improved for the purpose of leather coatings.Antibacterial tests demonstrate that when the QPS content is 20 wt%,QPS-bearing WPU shows effective antimicrobial activity against bacteria.The WPU containing QPS prepared in this study is a non-leaching antimicrobial material and has great potential application as leather coating.
基金We thank the National Natural Science Foundation of China for financial support of the project 29972036 and the Foundation of Educational Ministry for the Scholars Returning from Abroad. .
文摘Phosphonium or arsonium salt 1 can undergo the tandem reaction of deprotonation -oxidation-Wittig reaction with alcohol 2 in the presence of sodium hydroxide and manganese dioxide, which affords a general simplified method for the stereoselective synthesis of (E)- a, b-unsaturated esters 3.
基金supported by the National Natural Science Foundation of China(Nos.22075060,21911530146)the Strategic Priority Research Program of Chinese Academy of Sciences(No.XDB36000000).
文摘Currently,it encounters great challenges to accomplish catalyzing various kinds of carbon dioxide(CO_(2))conversion reactions efficiently with single catalyst,let alone control the interplay among catalytic efficiency and selectivity evenly.Here,we prepared a functional covalent organic framework,[PTPP]X%-TD-COF[PTPP=3-bromopropyltriphenylphosphonium;TD=1,3,5-tri(4-aminophenyl)benzene-1,4-diformylbenzene],by immobilizing the quaternary phosphonium salt onto the skeleton of COFs through a post-synthesis strategy for versatilely catalyzing reduction of CO_(2) and CO_(2) fixation on epoxide and aziridine facilely.With the typical features of COFs(such as porosity and ordered structure)and catalytic activity of the quaternary phosphonium salt,[PTPP]X%-TD-COF possesses an intensely synergistic effect for catalyzing the chemical transformations of CO_(2).Noteworthily,the quaternary phosphonium salt functionalized COFs catalyze the CO_(2) reduction reaction with amine and phenylsilane to produce formylated and methylated products under gentle reaction conditions with high selectivity and efficiency.Furthermore,[PTPP]_(X%)-TD-COF shows high catalytic ability in CO_(2) chemical fixation reactions.
基金Projects(20676049, 20871058) supported by the National Natural Science Foundation of China Project(05200555) supported by the Natural Science Foundation of Guangdong Province, China Projects(2007B090400105, 2008A010500005) supported by the Foundation of Enterprise-University-Research Institute Cooperation from Guangdong Province and Ministry of Education of China
文摘Na-montruorillonite (Na-MMT) was exchanged with three quaternary alkylphosphonium salts: decyl tributylphosphonium bromide (DTBPBr), dodecyl tributylphosphonium bromide (DDTBPBr) and hexadecyl tributylphosphonium bromide (HDTBPBr), to investigate the effects of phosphonium salts species and relative molecular mass on the characteristics, morphology, thermal stability and long-acting antibacterial property of phosphonium montmorillonites. The resulting modified montmorillonites were characterized by the FTIR, XRD, TEM, and TG/DTG techniques. And minimum inhibitory concentration (MIC) was used to investigate antibacterial activity. The results show that the phosphonium salts are intercalated into Na-MMT, and the basal spacing of P-MMTs is enlarged with the increase of phosphonium salt content or the growth of alkyl chain length. DDTBP-MMT-3 with 19.83% (mass fraction) of dodecyl tributylphosphonium salts, displays excellent thermal stability and long-acting antibacterial activity.