共查询到20条相似文献,搜索用时 31 毫秒
1.
Iraj Mohammadpoor-Baltork Majid Moghadam Shahram Tangestaninejad Valiollah Mirkhani Ahmad Reza Khosropour Arsalan Mirjafari 《Monatshefte für Chemie / Chemical Monthly》2010,14(1):1083-1088
Abstract
1-Methylimidazolium hydrogensulfate, [Hmim][HSO4], a Br?nsted acidic room temperature ionic liquid, is used as a catalyst and reaction medium for facile and eco-friendly deprotection of methoxymethyl (MOM) and ethoxymethyl (EOM) ethers to their corresponding alcohols under thermal conditions (Δ) and microwave irradiation (MW). Furthermore, one-pot interconversion to the respective acetates and trimethylsilyl (TMS) ethers was also achieved. 相似文献2.
Selective tetrahydropyranylation of alcohols and phenols using titanium(IV) salophen trifluoromethanesulfonate as an efficient catalyst 下载免费PDF全文
Titanium(IV) salophen trifluoromethanesulfonate, [TiIV(salophen)(OSO2CF3)2], as a catalyst enables selective tetrahydropyranylation of alcohols and phenols with 3,4‐dihydro‐2H‐pyran. Using this catalytic system, primary, secondary and tertiary alcohols, as well as phenols, were converted to their corresponding tetrahydropyranyl ethers in high yields and short reaction times at room temperature. Investigation of the chemoselectivity of this method showed discrimination between the activity of primary alcohols in the presence of secondary and tertiary alcohols and phenols. This heterogenized catalyst could be reused several times without loss of its catalytic activity. Copyright © 2016 John Wiley & Sons, Ltd. 相似文献
3.
María Durán-Galván 《Tetrahedron》2010,66(39):7707-7908
The synthesis of chiral, nonracemic butadienylcarbinols by employing intermediate (trimethylsilyl)methylallenic alcohols is described. Allenic alcohols are obtained by treatment of aldehydes with (4-bromobut-2-ynyl)trimethylsilane in the presence of a catalytic amount of CrCl3 or CrCl2. Several new tridentate bis(oxazolinyl)carbazole ligands were synthesized and evaluated as the source of chirality. The synthesis of chiral allenic alcohols can be achieved in good yields (58-88%) and enantioselectivities (55-78% ee). Allenic alcohols may be treated with TBAF or 2 M HCl to provide the desired dienes in 43-86% yields. Alternatively, the (trimethylsilyl)methyl allenic alcohols afford iodobutadienyl carbinols when treated with N-iodosuccinimide. 相似文献
4.
Majid Moghadam Shahram Tangestaninejad Valiollah MirkhaniIraj Mohammadpoor-Baltork Shadab Gharaati 《Polyhedron》2010
Tin(IV)tetraphenylporphyrinato tetrafluoroborate, [SnIV(TPP)(BF4)2], was used as an efficient catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS). High-valent [SnIV(TPP)(BF4)2] catalyzes trimethylsilylation of primary, secondary and tertiary alcohols as well as phenols, and the corresponding TMS-ethers were obtained in high yields and short reaction times at room temperature. While, under the same reaction conditions [SnIV(TPP)Cl2] is less efficient to catalyze these reactions. One important feature of this catalyst is its ability in the chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times without loss of its catalytic activity. 相似文献
5.
Majid Moghadam Shahram Tangestaninejad Valiollah Mirkhani Iraj Mohammadpoor‐Baltork Shadab Gharaati 《应用有机金属化学》2009,23(11):446-454
In this paper, rapid and highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) in the presence of catalytic amounts of high‐valent [SnIV(TPP)(OTf)2] is reported. This catalytic system catalyzes trimethylsilylation of primary, secondary and tertiary alcohols as well as phenols, and the corresponding TMS‐ethers were obtained in high yields and short reaction times at room temperature. It is noteworthy that this method can be used for chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times without loss of its catalytic activity. Copyright © 2009 John Wiley & Sons, Ltd. 相似文献
6.
Yanfei Zhao Zhenzhen Yang Bo Yu Hongye Zhang Huanjun Xu Leiduan Hao Buxing Han Zhimin Liu 《Chemical science》2015,6(4):2297-2301
The hydration of propargylic alcohols is a green route to synthesize α-hydroxy ketones. Herein a CO2-reactive ionic liquid (IL), [Bu4P][Im], was found to display high performance for catalyzing the hydration of propargylic alcohols in the presence of atmospheric CO2, and a series of propargylic alcohols could be converted into the corresponding α-hydroxy ketones in good to excellent yields. In the IL/CO2 reaction system, CO2 served as a cocatalyst by forming α-alkylidene cyclic carbonates with propargylic alcohols, and was released via the rapid hydrolysis of the carbonates catalysed by the IL. This is the first example of the efficient hydration of propargylic alcohols under metal-free conditions. 相似文献
7.
《Electrochemistry communications》2008,10(7):1060-1063
Electrochemical reduction of the 4-nitrophenyl diazonium salt in ionic liquid media has been investigated at carbon electrode. The ionic liquid chosen for this study was 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, [EMIM][TFSI]. The cyclic voltammetry study demonstrated the possibility of the electrochemical grafting of the nitrophenyl groups onto carbon electrode after the reduction of its corresponding diazonium in ionic liquid. The electrochemical characterization of the modified electrode achieved on ionic liquid displays the presence of the nitrophenyl group at the carbon surface. Moreover, the surface concentration of the attached group obtained in this media was found to be around 1.7 × 10−10 mol cm−2, this value may suggest the possibility of the formation of monolayer. Furthermore, the characterization of the modified electrode in [EMIM][TFSI] showed the conversion of some NO2-phenyl groups to NHOH-phenyl. This observation could indicate the presence of surface interaction between the reduced NO2-phenyl and the ionic liquid cation, thanks to the presence of acidic proton in the ionic liquid cation. 相似文献
8.
《合成通讯》2013,43(23):4185-4191
Abstract Irradiation of alcohols or phenols with tert-butyldimethylsilyl chloride (TBDMSCl) or trimethylsilyl chloride (TMSCl) in presence of catalytic amount (20 mol%) of iodine in a microwave oven for 2 min gives the corresponding silyl ethers in excellent yield. Iodine in methanol deprotects the silyl ether into its parent alcohol or phenol under similar reaction conditions. 相似文献
9.
Fullerene(C60)‐dibenzo‐16‐crown‐5‐oxyacetic acid (DBI6C5‐OCH2‐COOC60) was prepared and applied as the coating material on piezoelectric quartz crystals for detection of various metal ions and polar/nonpolar organic molecules. The C60‐crown ether‐coated piezoelectric crystal sensor with a home‐made computer interface for signal acquisition and data processing was applied as an ion chromatographic (IC) detector for various metal ions, e.g., alkali metal, alkaline earth metal and transition‐metal ions. The piezoelectric detector exhibited quite good sensitivity of 104 ~ 106 Hz/M and good detection limit of 10?3 ~ 10?4 M for these metal ions. The C60‐crown ether piezoelectric detector compared well with the commercial conductivity detector conventionally used for metal ions. The ionic size and ionic charge seemed to have significant effect on the frequency response of the piezoelectric detector. The C60‐crown ether coated piezoelectric crystal sensor was also employed as a high performance liquid chromatographic (HPLC) detector for various polar organic molecules with frequency responses in the order: amines > carboxylic acids > alcohols > ketones. Furthermore, nonpolar organic molecules, e.g., n‐hexane, 1‐hexene and 1‐hexyne, were also detected with this piezoelectric crystal detector. The frequency responses of the piezoelectric crystal detector for these nonpolar organic molecules were in the following order: alkynes > alkenes > alkanes. The effects of solvents and flow rate on the frequency responses of the piezoelectric crystal detector were investigated. The C60‐crown ether coated piezoelectric crystal detector also showed short response time (< 1 min.) and good reproducibility. 相似文献
10.
A novel Brφnsted acid task specific ionic liquid 1-ethylbenzimidazolium tetrafluoroborate ([Hebim]BF4) with functional benzimidazolium cation was synthesized and characterized by ^1H NMR, IR, MS spectra and elemental analysis. This novel ionic liquid was successfully used as dual solvent-catalyst for the synthesis of arylic esters. Higher yields were obtained in the presence of [Hebim]BF4 in comparison with other imidazolium ionic liquids because of the good solubility of the aromatic alcohols and aromatic carboxylic acids in [Hebim]BF4. The product could be separated conveniently from the reaction system, and the ionic liquid could be easily reused after removal of water under vacuum. After 10 times reuse, the selectivity of the ester was still 100%. 相似文献
11.
Electrospray ionization mass spectrometry is used to detect both the cations (C+) and the anions (A–) of ionic liquids (CA). In this study, the ionic liquids are diluted with aqueous methanol before injection. In addition to the main peaks of the parent ions, fragmentation products are observed upon increasing the cone voltage, whereas aggregates of the parent ion with one or more ionic liquid molecules (e.g., C(CA)n+, A(CA)n–) are observed upon decreasing the cone voltage. The ions of several ionic liquids in a mixture are also detected and the ratios of their concentrations estimated. A method is developed to determine quantitatively the concentration of an ionic liquid in solution by using the cation and anion of another ionic liquid as internal standards. By using this method, the solubilities in water at room temperature (22±1 °C) of three typical hydrophobic ionic liquids have been determined: 0.70±0.08 g L–1 for methyltributylammonium bis(trifluoromethylsulfonyl)imide (MeBu3NNTf2), 6.0±0.5 g L–1 for butylmethylpyrrolidinium bis(trifluoromethylsulfonyl)imide (BuMePyrNTf2), and 18.6±0.7 g L–1 for 1-butyl-3-methylimidazolium hexafluorophosphate (BMIPF6). 相似文献
12.
S. Abdolmanaf Taghavi Iraj Mohammadpoor-Baltork Shahram Tangestaninejad Valiollah Mirkhani Ahmad Reza Khosropour 《Comptes Rendus Chimie》2011,14(12):1095-1102
In the present work, the catalytic activity of high-valent tetraphenylporphyrinatovanadium(IV) trifluoromethanesulfonate, [VIV(TPP)(OTf)2], in the tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) is reported. This new electron-deficient V(IV) compound was used as a highly efficient catalyst for pyranylation of primary (aliphatic and benzylic), sterically-hindered secondary and tertiary alcohols with DHP. Tetrahydropyranylation of phenols with DHP was also performed to afford the desired THP-ethers. The chemoselectivity of this method was also investigated. The results indicated that primary alcohols are more reactive in the presence of secondary and tertiary alcohols and phenols. This catalyst was reused several times without loss of its activity. 相似文献
13.
Ahmad Shaabani Ali Hossein Rezayan Marjan Heidary Afshin Sarvary 《Monatshefte für Chemie / Chemical Monthly》2008,31(11):1471-1474
1-Butyl-3-methyl-imidazolium chloride ([bmim]Cl) in the absence of any catalyst mediated the selective deprotection of benzyl and phenyl trimethylsilyl (TMS) ethers to the corresponding alcohols and phenol in good yields at room temperature even in presence of alkyl silyl ethers.
The work-up of reactions is very simple and the products do not require further purification. The ionic liquid (IL) can be
recycled and reused for several runs without any significant loss of activity. 相似文献
14.
15.
《Tetrahedron letters》2017,58(25):2498-2502
A new efficient method has been reported for the synthesis of azides by direct azidation of alcohols with TMSN3 in presence of recyclable task specific ionic liquid (TSIL) [bmim]ZnCl3 as a catalyst in DCM at room temperature. Ionic liquid [bmim]ZnCl3 was synthesized under solvent free conditions and characterized by IR, 1H NMR, 13C NMR and HRMS. The Lewis acidity of catalyst was also examined using IR spectroscopy. The main features of this new methodology are high yields of products, recyclability of catalyst, scalability of reaction to gram scale and short reaction time. 相似文献
16.
Wen‐Sheng Zhang Wen‐Jing Xu Fei Zhang Yu‐Zhe Wang Jun Li Bao‐An Wang Yan Li 《中国化学会会志》2012,59(6):753-757
3‐Ferrocenyl acrylic acid, synthesized from ferrocenecarboxaldehyde and propandioic acid in water‐insoluble ionic liquid (1‐butyl‐3‐methylimidazolium hexafluorophosphate, [BMIM]PF6) at 85 °C in high yield, was transformed to a series of 3‐ferrocenyl acrylate of alcohols and phenols in water‐soluble ionic liquid (1,3‐dimethylimidazolium dimethylphosphate, [DMIM]Me2PO4) at room temperature in the presence of dicyclohexylcarbodiimide (DCC) and 4‐dimethylaminopyridine (DMAP). 相似文献
17.
N. Mofaddel H. Krajian D. Villemin P. L. Desbène 《Analytical and bioanalytical chemistry》2009,393(5):1545-1554
The potentialities of new ionic liquids (ILs) based on choline were evaluated as an electrophoretic medium in capillary electrophoresis
for the analysis of alkaline and alkaline earth cations (Li+, K+, Na+, Cs+, Mg2+, Ba2+, Ca2+, and Sr2+) with indirect UV detection. Two types of capillaries were tested: an untreated fused silica and fused silica coated with
a film of polyvinylalcohol. The coated capillary proved to be the best adapted for the metal ions studied. Moreover, it appeared
that the nature of the ionic liquid anion influenced the baseline stability, and the bis(trifluoromethylsulfonyl) imide (NTf2
−) anion seemed to be the most efficient. These preliminary studies led us to synthesize a new ionic liquid, 2-hydroxy-N,N,N-trimethyl-1-phenylethanaminium NTf2 (phenylcholine NTf2). This liquid was able to act as the running electrolyte and probe, generating the background signal in indirect UV light
and consequently simplifying the electrophoretic medium. Excellent baseline stability, good reproducibility, as well as good
sensitivity of detection were obtained with this new ionic liquid. Thus, 510,000 plates/meter for Li+ with 40 mM IL were successfully obtained. The optimal concentration of IL was 20 mM with a detection limit ranging from 28 μg
L−1 for Li+ to 1,000 μg L−1 for Cs+. This method (phenylcholine NTf2 with polyvinylalcohol capillary) was applied to analyze different commercial source and mineral waters. Finally, the potentiality
of this ionic liquid in nonaqueous capillary electrophoresis was explored. The use of phenylcholine NTf2 with a fused silica capillary, in pure methanol medium and in the presence of acetic acid, made it possible to obtain separation
selectivity different from that obtained in aqueous medium. 相似文献
18.
Kazuhiko Matsumoto Rika Hagiwara Seijiro Matsubara 《Journal of fluorine chemistry》2006,127(10):1339-1343
Cs(FH)2.3F is a liquid salt exhibiting a low viscosity of 20.1 cP and a high conductivity of 86.3 mS cm−1 at 25 °C, in spite of the relatively high melting point (16.9 °C). The high density of 2.82 g cm−3 at the liquid state is due to the heavy atomic weight and small size of cesium atom compared to the organic cations of general ionic liquids. The infrared spectroscopy indicates that this salt contains (FH)2F− as a main anionic species. The other anionic species such as (FH)3F− found in the cases of other M+(HF)2.3F (M = a univalent organic cation) ionic liquid salts is not detected, suggesting its small abundance as well as the presence of neutral HF in the form of molecular and/or oligomers. The result of 1H NMR also suggests that the anions exchange HF between them. These observations coincide with the experimental result that Cs(FH)2.3F acts as an acid against general ionic liquid fluorohydrogenates such as EMIm(FH)2.3F (EMIm = 1-ethyl-3-methylimidazolium) to lose HF and give Cs(FH)2F precipitate. 相似文献
19.
Behzad Mohammadi Gholam B. Marandi Behrouz Mirza 《Phosphorus, sulfur, and silicon and the related elements》2021,196(1):54-60
Abstract 1-Butyl-3-methylimidazolium hydrogen sulfate ([BMIM][HSO4]) as a non-halogenated ionic liquid (IL) was used for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and thiones or 2-selenoxo DHPMs in a Biginelli type multi-component reaction. By using this ionic liquid, the reaction time was significantly reduced and the products were obtained in good to high yields. Also, in this method, the synthesis of novel 2-selenoxo DHPMs is introduced in the presence of this ionic liquid and their structures were determined by 1H and 13C NMR, FT-IR, and Elemental analysis. 相似文献
20.