35021-68-2Relevant academic research and scientific papers
High Catalytic Activities of Pseudoliquid Phase of Dodecatungstophosphoric Acid for Reactions of Polar Molecules
Nishimura, Toru,Okuhara, Toshio,Misono, Makoto
, p. 1695 - 1698 (1991)
A solid H3PW12O40 exhibited very high catalytic activities for the reations of polar molecules in the liqiud phase, while it was much less active for the reactions of nonpolar molecules.It was confirmed that the pseudoliquid phase behavior of H3PW12O40 is responsible for the high activities.
Catalytic reductive deoxygenation of esters to ethers driven by hydrosilane activation through non-covalent interactions with a fluorinated borate salt
Agbossou-Niedercorn, Francine,Dixit, Ruchi,Merle, Nicolas,Michon, Christophe,Rysak, Vincent,Trivelli, Xavier,Vanka, Kumar
, p. 4586 - 4592 (2020/08/14)
We report the catalytic and transition metal-free reductive deoxygenation of esters to ethers through the use of a hydrosilane and a fluorinated borate BArF salt as a catalyst. Experimental and theoretical studies support the role of noncovalent interactions between the fluorinated catalyst, the hydrosilane and the ester substrate in the reaction mechanism.
Base-Mediated O-Arylation of Alcohols and Phenols by Triarylsulfonium Triflates
Ming, Xiao-Xia,Tian, Ze-Yu,Zhang, Cheng-Pan
supporting information, p. 3370 - 3379 (2019/11/03)
A mild and efficient protocol for O-arylation of alcohols and phenols (ROH) by triarylsulfonium triflates was developed under transition-metal-free conditions. Various alcohols, including primary, secondary and tertiary, and phenols bearing either electron-donating or electron-withdrawing groups on the aryl rings were smoothly converted to form the corresponding aromatic ethers in moderate to excellent yields. The reactions were conducted at 50 or 80 °C for 24 h in the presence of a certain base and showed good functional group tolerance. The base-mediated arylation with asymmetric triarylsulfonium salts could selectively transfer the aryl groups of sulfoniums to ROH, depending on their inherent electronic nature. The mechanistic studies revealed that the reaction might proceed through the nucleophilic attack of the in situ formed alkoxy or phenoxy anions at the aromatic carbon atoms of the C?S bonds of triarylsulfonium cations to furnish the target products.
Visible light-promoted reductive transformations of various organic substances by using hydroxyaryl-substituted benzimidazolines and bases
Hasegawa, Eietsu,Izumiya, Norihiro,Fukuda, Takuya,Nemoto, Kazuki,Iwamoto, Hajime,Takizawa, Shin-ya,Murata, Shigeru
, p. 7805 - 7812 (2016/11/17)
Visible light promoted reduction reactions of organohalides, sulfonamides, organonitriles and epoxy ketones were performed using 1,3-dimethylbenzimidazolines possessing 2-hydroxynaphthyl or 2-hydroxyphenyl substituents (HOAr-DMBIH) as photo-reductants. Xe or Hg–Xe lamp through an appropriate glass-filter (λ>390 nm) and a household white light-emitting diode were used as light sources. In these reactions, reductive cleavages of carbon[sbnd]halogen, nitrogen[sbnd]sulfur, carbon[sbnd]carbon (nitrile) and carbon[sbnd]oxygen bonds take place. Bases exert significant effects on the progress of these reactions in a manner that depends on the nature of the substrate. Addition of 1,8-diazabicyclo[5.4.0]undec-7-ene as well as potassium t-butoxide significantly accelerates photo-reduction reactions of organohalides, sulfonamides and organonitriles while the decomposition of formed hydroxy ketones occurs in reactions of epoxy ketones. Single electron transfer from the photo-excited states of benzimidazolines (HOAr-DMBIH) or their deprotonated analogues (?OAr-DMBIH) to the substrates is proposed to initiate these reactions.
A new procedure for the synthesis of 2-[(4-dodecyloxyphenyl)sulfonyl]butanoic acid
Shi, Yun-Long,Wang, Ling,Qian, Chao,Tao, Ming,Liao, Zu-Tai,Chen, Xin-Zhi
, p. 1237 - 1243 (2015/06/23)
A new, practical and cost-effective route for scalable synthesis of 2-[(4-dodecyloxyphenyl)sulfonyl] butanoic acid, a key intermediate of a new cyan dye-forming coupler containing a sulfone group, was developed by adopting phenol as the starting material. The synthesis was accomplished in five steps with etherification, chlorosulfonation, reduction, nucleophilic reaction by C-S coupling and hydrolyzation. An important objective of the new synthetic route was the synthesis of 2-[4-(dodecyloxyphenyl)sulfonyl]butanoate. Overall yield obtained at optimized conditions increased to 66 %. The synthetic strategy was proven to be a process enabling rapid delivery of the target product with high purity.
Recyclable heterogeneous copper oxide on alumina catalyzed coupling of phenols and alcohols with aryl halides under ligand-free conditions
Swapna, Kokkirala,Murthy, Sabbavarapu Narayana,Jyothi, Mocharla Tarani,Nageswar, Yadavalli Venkata Durga
supporting information; experimental part, p. 5978 - 5988 (2011/10/05)
An efficient alumina-supported CuO-catalyzed O-arylation of phenols and aliphatic alcohols with various aryl as well as heteroaryl halides under ligand-free conditions are reported. This protocol provides a variety of diaryl ether and bis-diaryl ether motifs by reacting different aryl/aliphatic halides with differently substituted phenols and saturated alcohols in the presence of a catalytic amount of CuO on alumina and KOH as a base at moderate temperature under nitrogen atmosphere. The described methodology is simple, straightforward and efficient to afford the cross-coupled products in high yields under ligand-free conditions. The explored catalyst is inexpensive, air-stable and recyclable up to three cycles.
A comparative study on the binding behaviors of β-cyclodextrin and its two derivatives to four fanlike organic guests
Le, Xin Song,Hai, Ming Wang,Xue, Qing Guo,Bai, Lei
experimental part, p. 8305 - 8316 (2009/04/11)
(Figure Presented) Four fanlike organic compounds, 1-ethoxybenzene (EOB), 1-butoxybenzene (BOB), 1-dodecyloxybenzene (DOB), and 1-(dodecyloxy)-2- methoxybenzene (DOMB), were chosen as guests, and β-cyclodextrin (β-CD) and its two derivatives, mono(2-O-2-methyl)-β-CD and mono(2-O-2-hydroxy-propyl)-β-CD, were chosen as hosts. Energy changes involved in host-guest inclusion processes were clearly obtained by applying semiempirical PM3 calculations. According to this, probable structures of the host-guest inclusion complexes were proposed. The inclusion systems in aqueous solution were investigated by UV-vis spectroscopy and nuclear magnetic resonance (1H NMR) titration, and the formation constants (K) of the inclusion complexes were determined using the Benesi-Hildebrand equation. Moreover, two solid inclusion complexes of β-CD with EOB and DOB were prepared and characterized by Fourier transform infrared spectra, X-ray powder diffraction, 1H NMR, electrospray ionization mass spectrometry, and thermogravimetric analyses. Results showed that the host-guest stoichiometrics in the inclusion complexes were all 1:1 both in solid state and in aqueous solution. As for the same host, the values of K increased in the order EOB BOB DOB, in strong association with the fan handle in the fanlike molecules; that is to say, the K values increased with increasing carbon chain length of substituent on benzene ring. In addition, the K values of DOMB complexes were larger than those of DOB complexes for the same CD, indicating that the introduction of an extra o-methoxyl group on DOB further stabilized the CD inclusion complexes. The decomposition activation energies of EOB-β-CD and DOB-β-CD were very similar but significantly larger than that of free β-CD.
Liquid crystalline N-aryl-β-aminovinyl ketones and their complexes with lanthanides
Turanova,Galyametdinov
, p. 1095 - 1099 (2008/02/05)
Liquid crystalline lanthanide complexes with N-aryl-substituted β-aminovinyl ketones were synthesized for the first time. The complexes give rise to smectic A mesophase and are stable only in the solid state; in going to solution, they dissociate with for
Lubricant composition and triazine ring-containing compound
-
, (2008/06/13)
A lubricant composition comprising a compound represented by the following formula that can maintain a low friction and a high abrasion resistance on the sliding surface over an extended period of time: wherein X11 to X13 each repres
Use of phenylethylamine derivatives for the antimicrobial treatment of surfaces
-
, (2008/06/13)
The use of compounds of formula (1) is described, in which compounds R1, R2 and R3 are each independently of the others hydrogen; C1-C20alkyl; C3-C7cycloalkyl; C2-C20alkenyl; C4-C7cycloalkenyl; C2-C20alkynyl, C4-C7cycloalkynyl; or unsubstituted or C1-C5alkyl-, C3-C7cylcoalkyl-, C1-C5alkoxyl-, C3-C7cycloakoxy-, halo-, oxo-, carboxy-, carboxy-C1-C7alkyl ester-, carboxy-C3-C7cylcloalkyl ester-, cyano-, trifluoromethyl-, pentafluoroethyl-, amino-, N,N-mono- or di-C1-C20alkylamino- or nitro-substituted phenyl-C1-C5alkyl, naphthyl-C1-C5alkyl, phenylcarbonyl-C1-C5alkyl, naphthylcarbonyl-C1-C5alkyl, pyrrolylalkyl, furanylalkyl, thiophenylalkyl, pyrazolylalkyl, imidazolylalkyl, oxazolylalkyl, thiazolylalkyl, isoxazolylalkyl, isothiazolylalkyl, 1,2,3-triazolylalkyl, 1,2,4-triazolylalkyl, 1,2,3-oxadiazolylalkyl, 1,3,4-oxadiazolylalkyl, 1,2,3-thiadiazolylalkyl, 1,3,4-thiadiazolylalkyl, indolylalkyl, pyridylalkyl, pyridazinylalkyl, pyrimidinylalkyl, pyridazinylalkyl, quinolinylalkyl, isoquinolinylalkyl, pyrrolyl, furanyl, thiophenyl, pyrazolyl, imidazolyl, oxazolyl, thiazolyl, isoxazolyl, isothiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1,2,3-oxadiazolyl, 1,3,4-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, indolyl, pyridyl, pyridazinyl, pyrimidinyl, pyridazinyl, quinolinyl or isoquinolinyl; R4, R5, R6 and R7 are each independently of the others hydrogen; C1-C20alkyl; C3-C7 cycloalky; C2-C20alkenyl; C4-C7cycloalkenyl; C2-C20 alkynyl; or C4-C7 cycloalkynyl; and m and n are each independently of the other 0 or 1, for antimicrobial treatment of surfaces. The compounds exhibit a pronounced activity against pathogenic gram-positive and gram-negative bacteria, and also against yeasts and moulds. They are accordingly suitable for the antimicrobial treatment, especially preservation and disinfection, of surfaces.
