It is highly desirable to develop simple organocatalysts for the controlled ring-opening alternating copolymerization(ROAC)of epoxides and cyclic anhydrides,leading to high molecular weight polyesters.Hence,a phosphaz...It is highly desirable to develop simple organocatalysts for the controlled ring-opening alternating copolymerization(ROAC)of epoxides and cyclic anhydrides,leading to high molecular weight polyesters.Hence,a phosphazenium salt,namely tri[tris(dimethylamino)phosphoranylidenamino]phosphonium chloride(P_(4)^(+)Cl^(-)),is developed as a catalyst for the ROAC of epoxides and cyclic anhydrides.Surprisingly,the combination of P_(4)^(+)Cl^(-)with a protonic initiator,such as 1,4-benzenedimethanol(BDM)exhibited high efficiency in the copolymerization of propylene oxide(PO)and phthalic anhydride(PA).This led to the production of polyester with an exceptional high molecular weight(M_n)of up to 126 k Da,which represented a rare example of poly(PO-alt-PA)with Mnsurpassing 100 k Da.Note that the core P atom is trivalent status and the tris[tris(dimethylamino)]phosphoranyl group will share one proton in the P_(4)^(+)Cl^(-)salt.Once combined with protonic species,the P_(4)^(+)Cl^(-)will not only serve as a proton acceptor but also as a hydrogen bonding donor for the cyclic anhydrides.Therefore,it was assumed that the P_(4)^(+)plus proton served dual role in mimic of base/urea pair to effectively catalyze ROAC,which was supported by density functional theory(DFT)calculations.展开更多
A family of novel squaramides/sulfamides based on 1,2-alkamine was developed as chiral bifunctional catalysts to promote the asymmetric alcoholysis of meso cyclic anhydrides. The hemiesters were obtained in high yield...A family of novel squaramides/sulfamides based on 1,2-alkamine was developed as chiral bifunctional catalysts to promote the asymmetric alcoholysis of meso cyclic anhydrides. The hemiesters were obtained in high yield with up to 93% ee. The usefulness of this methodology was demonstrated in the asymmetric synthesis of the key intermediate of P2X7 receptor antagonists.展开更多
An efficient synthesis of Biginelli-type compounds using potassium phthalimide as a green, mild, and commercially available organocatalyst in a one-pot, multi-component cyclocondensation reaction of cyclopentanone, al...An efficient synthesis of Biginelli-type compounds using potassium phthalimide as a green, mild, and commercially available organocatalyst in a one-pot, multi-component cyclocondensation reaction of cyclopentanone, aldehydes, and urea/thiourea is reported. The present methodology is a green approach to access 4-aryl-7-（aryImethylene）-3,4,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-2（5H）-ones/thiones. It offers several merits such as simple operational procedures, no use of hazardous organic solvents, and cheap and environmentally friendly solid basic catalyst.展开更多
A series of organic compounds were successfully immobilized on an N-doped graphene quantum dot (N-GQD) to prepare a multifunctional organocatalyst for coupling reaction between CO_(2)and propylene oxide (PO).The simul...A series of organic compounds were successfully immobilized on an N-doped graphene quantum dot (N-GQD) to prepare a multifunctional organocatalyst for coupling reaction between CO_(2)and propylene oxide (PO).The simultaneous presence of halide ions in conjunction with acidic-and basic-functional groups on the surface of the nanoparticles makes them highly active for the production of propylene carbonate (PC).The effects of variables such as catalyst loading,reaction temperature,and structure of substituents are discussed.The proposed catalysts were characterized by different techniques,including Fourier transform infrared spectroscopy (FTIR),field emission scanning electron microscopy/energy dispersive X-ray microanalysis (FESEM/EDX),thermogravimetric analysis (TGA),elemental analysis,atomic force microscopy (AFM),and ultraviolet–visible (UV-Vis) spectroscopy.Under optimal reaction conditions,3-bromopropionic acid (BPA) immobilized on N-GQD showed a remarkable activity,affording the highest yield of 98%at 140℃ and 106Pa without any co-catalyst or solvent.These new metal-free catalysts have the advantage of easy separation and reuse several times.Based on the experimental data,a plausible reaction mechanism is suggested,where the hydrogen bonding donors and halogen ion can activate the epoxide,and amine functional groups play a vital role in CO_(2)adsorption.展开更多
Pentafluorophenylammonium triflate（PFPAT） was found to be a highly efficient catalyst for the preparation of 2,4,6- triarylpyridines from the reaction of acetophenone derivatives,aromatic aldehydes and ammonium acet...Pentafluorophenylammonium triflate（PFPAT） was found to be a highly efficient catalyst for the preparation of 2,4,6- triarylpyridines from the reaction of acetophenone derivatives,aromatic aldehydes and ammonium acetate.Present methodology offers several advantages,such as short reaction time,high yields,simple procedure with an easy work-up and the absence of any volatile and hazardous organic solvent.In addition,this catalytic system can act as an active,inexpensive,metal-free,recoverable and recyclable catalyst.展开更多
An efficient asymmetric domino reaction of amino aldehyde to β,γ-unsaturated a-keto esters was achieved by using trans-perhydroindolic acid ld as a chiral organocatalyst with excellent asymmetric behavior. Under the...An efficient asymmetric domino reaction of amino aldehyde to β,γ-unsaturated a-keto esters was achieved by using trans-perhydroindolic acid ld as a chiral organocatalyst with excellent asymmetric behavior. Under the opti- mal reaction conditions, products with more than 99% de and up to 93% ee were obtained in high chemical yield （up to 98%） for a series of β,γ-unsaturated a-keto esters. The methodology provided an efficient route to dihydro- pyran derivatives containing many substituent groups （including amino groups）.展开更多
基金supported by the National Key R&D Program of China(2021YFA1501600)National Natural Science Foundation of China(22031005)。
文摘It is highly desirable to develop simple organocatalysts for the controlled ring-opening alternating copolymerization(ROAC)of epoxides and cyclic anhydrides,leading to high molecular weight polyesters.Hence,a phosphazenium salt,namely tri[tris(dimethylamino)phosphoranylidenamino]phosphonium chloride(P_(4)^(+)Cl^(-)),is developed as a catalyst for the ROAC of epoxides and cyclic anhydrides.Surprisingly,the combination of P_(4)^(+)Cl^(-)with a protonic initiator,such as 1,4-benzenedimethanol(BDM)exhibited high efficiency in the copolymerization of propylene oxide(PO)and phthalic anhydride(PA).This led to the production of polyester with an exceptional high molecular weight(M_n)of up to 126 k Da,which represented a rare example of poly(PO-alt-PA)with Mnsurpassing 100 k Da.Note that the core P atom is trivalent status and the tris[tris(dimethylamino)]phosphoranyl group will share one proton in the P_(4)^(+)Cl^(-)salt.Once combined with protonic species,the P_(4)^(+)Cl^(-)will not only serve as a proton acceptor but also as a hydrogen bonding donor for the cyclic anhydrides.Therefore,it was assumed that the P_(4)^(+)plus proton served dual role in mimic of base/urea pair to effectively catalyze ROAC,which was supported by density functional theory(DFT)calculations.
文摘A family of novel squaramides/sulfamides based on 1,2-alkamine was developed as chiral bifunctional catalysts to promote the asymmetric alcoholysis of meso cyclic anhydrides. The hemiesters were obtained in high yield with up to 93% ee. The usefulness of this methodology was demonstrated in the asymmetric synthesis of the key intermediate of P2X7 receptor antagonists.
基金Damghan University Research Council for partial support
文摘An efficient synthesis of Biginelli-type compounds using potassium phthalimide as a green, mild, and commercially available organocatalyst in a one-pot, multi-component cyclocondensation reaction of cyclopentanone, aldehydes, and urea/thiourea is reported. The present methodology is a green approach to access 4-aryl-7-（aryImethylene）-3,4,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-2（5H）-ones/thiones. It offers several merits such as simple operational procedures, no use of hazardous organic solvents, and cheap and environmentally friendly solid basic catalyst.
基金supported by Iran National Science Foundation(No.97015707)。
文摘A series of organic compounds were successfully immobilized on an N-doped graphene quantum dot (N-GQD) to prepare a multifunctional organocatalyst for coupling reaction between CO_(2)and propylene oxide (PO).The simultaneous presence of halide ions in conjunction with acidic-and basic-functional groups on the surface of the nanoparticles makes them highly active for the production of propylene carbonate (PC).The effects of variables such as catalyst loading,reaction temperature,and structure of substituents are discussed.The proposed catalysts were characterized by different techniques,including Fourier transform infrared spectroscopy (FTIR),field emission scanning electron microscopy/energy dispersive X-ray microanalysis (FESEM/EDX),thermogravimetric analysis (TGA),elemental analysis,atomic force microscopy (AFM),and ultraviolet–visible (UV-Vis) spectroscopy.Under optimal reaction conditions,3-bromopropionic acid (BPA) immobilized on N-GQD showed a remarkable activity,affording the highest yield of 98%at 140℃ and 106Pa without any co-catalyst or solvent.These new metal-free catalysts have the advantage of easy separation and reuse several times.Based on the experimental data,a plausible reaction mechanism is suggested,where the hydrogen bonding donors and halogen ion can activate the epoxide,and amine functional groups play a vital role in CO_(2)adsorption.
基金supported by the Islamic Azad University,Tonekabon Branch
文摘Pentafluorophenylammonium triflate（PFPAT） was found to be a highly efficient catalyst for the preparation of 2,4,6- triarylpyridines from the reaction of acetophenone derivatives,aromatic aldehydes and ammonium acetate.Present methodology offers several advantages,such as short reaction time,high yields,simple procedure with an easy work-up and the absence of any volatile and hazardous organic solvent.In addition,this catalytic system can act as an active,inexpensive,metal-free,recoverable and recyclable catalyst.
文摘An efficient asymmetric domino reaction of amino aldehyde to β,γ-unsaturated a-keto esters was achieved by using trans-perhydroindolic acid ld as a chiral organocatalyst with excellent asymmetric behavior. Under the opti- mal reaction conditions, products with more than 99% de and up to 93% ee were obtained in high chemical yield （up to 98%） for a series of β,γ-unsaturated a-keto esters. The methodology provided an efficient route to dihydro- pyran derivatives containing many substituent groups （including amino groups）.
