- Infrared and Raman spectra, conformational stability, ab initio calculations and vibrational assignment of 2-fluorobutane
-
The infrared spectra (3500-50 cm-1) of gas and solid and the Raman spectrum (3500-50 cm-1) of liquid 2-fluorobutane, CH 3CHFCH2CH3, have been recorded. Variable temperature studies over the range -105
- Durig, James R.,Zhu, Xiaodong,Guirgis, Gamil A.
-
-
Read Online
- Kinetic Control of a Self-Assembly Pathway towards Hidden Chiral Microcoils
-
Manipulating the self-assembly pathway is essentially important in the supramolecular synthesis of organic nano- and microarchitectures. Herein, we design a series of photoisomerizable chiral molecules, and realize precise control over pathway complexity with external light stimuli. The hidden single-handed microcoils, rather than the straight microribbons through spontaneous assembly, are obtained through a kinetically controlled pathway. The competition between molecular interactions in metastable photostationary intermediates gives rise to a variety of molecular packing and thereby the possibility of chirality transfer from molecules to supramolecular assemblies.
- Guo, Yongxian,Liu, Yin,Gong, Yanjun,Xiong, Wei,Zhang, Chuang,Zhao, Jincai,Che, Yanke
-
supporting information
p. 7463 - 7468
(2019/05/16)
-
- Facile removal of tosyl chloride from tosylates using cellulosic materials, e.g., filter paper
-
Excess tosyl chloride used in the tosylation of alcohols is quickly and easily removed by reacting it with cellulosic materials, e.g., filter paper, and filtering.
- Schoonover, Daniel V.,Gibson, Harry W.
-
supporting information
p. 242 - 244
(2016/12/27)
-
- Ionic liquid brush as an efficient and reusable heterogeneous catalytic assembly for the tosylation of phenols and alcohols in neat water
-
A very efficient and reusable heterogeneous ionic liquid brush assembly was developed. The catalyst exhibits high catalytic activity for the tosylation of phenols and alcohols in neat water. Moreover, the catalyst shows outstanding stability and reusability, and it can be simply and effectively recovered and reused five times without noticeable loss of catalytic activity.
- Feng, Simin,Li, Jing,Wei, Junfa
-
supporting information
p. 4743 - 4746
(2017/07/12)
-
- METABOTROPIC GLUTAMATE RECEPTORS 5 MODULATORS AND METHODS OF USE THEREOF
-
Compounds that modulate GluR5 activity and methods of using the same are disclosed.
- -
-
Page/Page column 73
(2012/12/13)
-
- Experimental verification of diverging mechanisms in the binding of ether, thioether, and sulfone ligands to a dirhodium tetracarboxylate
-
Complexation of the oxygen atom in 2-butylphenylethers and sulfur in 2-butylphenylthioethers to a rhodium atom in dirhodium tetracarboxylate Rh (II)2[(R)-(+)-MTPA]4 is compared. Oxygen atoms complex via electrostatic attra
- Mattiza, Jens T.,Meyer, Vera J.,Duddeck, Helmut
-
experimental part
p. 192 - 197
(2010/07/05)
-
- Solvent-free and selective tosylation of alcohols and phenols with p-toluenesulfonyl chloride by heteropolyacids as highly efficient catalysts
-
Tosylation of some alcohols and phenols has been directly carried out with p-toluenesulfonyl chloride using heterodoxy acids (H3PW 12O40, H3PMo12O40, A 3PW12O40, and AlPMo12O40) as catalysts in the absence of solvent. We found that heteropoly acids AlPW12O40 and AlPMo 12O40 were effective catalysts for the tosylation of alcohols and phenols. In the case of aliphatic alcohols, secondary alcohols undergo tosylation chemoselectively in the presence of primary hydroxyl groups. This new method consistently has the advantage of excellent yields and short reaction time.
- Fazaeli, Razieh,Tangestaninejad, Shahram,Aliyan, Hamid
-
p. 812 - 818
(2007/10/03)
-
- Efficient and mild Ytterbium(III)-catalyzed tosylation of alcohols
-
Ytterbium(III) trifluoromethanesulfonate efficiently catalyzes the reaction of primary and secondary alcohols with toluenesulfonic acid anhydride to yield the alkyl tosylates in high yields. The reactions were carried out under neutral and mild conditions and product purification was easily achieved by means of short column chromatography.
- Comagic, Slobodan,Schirrmacher, Ralf
-
p. 885 - 888
(2007/10/03)
-
- Scope and utility of a new soluble copper catalyst [CuBr-LiSPh-LiBr-THF]: A comparison with other copper catalysts in their ability to couple one equivalent of a Grignard reagent with an alkyl sulfonate
-
A mixture of equal amounts of CuBr-SMe2, LiBr, and LiSPh in THF at 0°C furnished a new soluble copper catalyst that was highly efficient at coupling primary, secondary, tertiary, aryl, vinyl, and allylic Grignard reagents to primary tosylates and primary Grignard reagents to secondary tosylates and mesylates, all with the use of only 1 equiv of Grignard reagent. The new catalyst was shown to be much more reactive than copper catalysts CuBr and Li2CuCl4 and more efficient in the transference of secondary and tertiary alkyl groups than lower order cuprates (Gilman reagents) and demonstrated more reactivity than the lower order cuprates with its ability to couple primary Grignard reagents to secondary sulfonates. The Grignard reagent/catalyst system was compatible with an ester functionalized tosylate, thus proving to be more chemoselective than a Grignard reagent without the catalyst. The catalyst exhibited good reactivity below room temperature, and with the addition of 6% v/v of HMPA to the catalyst solution, excellent yields of coupled product were obtained within a 25-67°C temperature range. 1H NMR demonstrated that the catalyst solution consisted of several species that most likely were composed of copper ligated with thiophenol, THF, and LiBr in aggregated forms.
- Burns, Dennis H.,Miller, Jeffrey D.,Chan, Ho-Kit,Delaney, Michael O.
-
p. 2125 - 2133
(2007/10/03)
-
- Tritiated chiral alkanes as substrates for soluble methane monooxygenase from Methylococcus capsulatus (Bath): Probes for the mechanism of hydroxylation
-
The tritiated chiral alkanes (S)-[1-2H1, 1-3H]ethane, (R)-[1-2H1, 1-3H]ethane, (S)-[1-2H1, 1-3H]butane, (R)[1-2H1, 1-3H]but
- Valentine, Ann M.,Wilkinson, Barrie,Liu, Katherine E.,Komar-Panicucci, Sonja,Priestley, Nigel D.,Williams, Philip G.,Morimoto, Hiromi,Floss, Heinz G.,Lippard, Stephen J.
-
p. 1818 - 1827
(2007/10/03)
-
- Toluene-p-sulfonic Acid-catalysed Reaction of But-1-ene with Trifluoroacetic Acid: Return and Elimination from the Intimate Ion Pair
-
At short times, reaction of but-1-ene with toluene-p-sulfonic acid in trifluoroacetic acid gives 2-butyl tosylate 1, 2-butyl trifluoroacetate 2 and but-2-ene 3 in ratios of (>=)2.3:1:(>=)0.41; thus internal return is the major pathway and elimination is important for the tight 2-butyl cation-tosylate anion pair.
- Farcasiu, Dan
-
p. 2611 - 2612
(2007/10/02)
-
- Stereocontrolled Preparation of (Z)-1,4-but-2-endiol Esters in Phase-Transfer Conditions
-
Isomerically pure esters of (Z)-1,4-but-2-endiol are prepared, in satisfactory yields, under phase-transfer conditions.
- Malanga, C.,Pagliai, L.,Menicagli, R.
-
p. 2821 - 2826
(2007/10/02)
-
- REACTION OF PHOSPHORUS OXYACID ESTERS WITH p-TOLUENESULFONIC ACID
-
The reaction of primary alkyl esters of phosphorus oxyacids with p-toluenesulfonic acid (TsOH) in refluxing solvents gave the corresponding p-toluenesulfonates (TsOR).We found that the secondary alkyl esters reacted with TsOH at lower temperature (r.t.-40 deg C) to afford TsORs in good yields.It is suggested that sulfonic acids may be useful for the selective dealkylation of mixed esters.Keywords-p-toluenesulfonic acid; p-toluenesulfonate; trialkyl phosphate; trialkyl phosphite; dialkyl phenylphosphonate; transesterification; dealkylation; solvolysis.
- Nitta, Yoshihiro,Arakawa, Yasushi,Ueyama, Naoto
-
p. 2710 - 2718
(2007/10/02)
-
- A SIMPLE METHOD FOR TOSYLATION WITH INVERSION
-
In this paper we describe a simple one-step procedure for tosylation with inversion, using zinc tosylate, diethylazodicarboxylate and triphenylphospine.
- Galynker, Igor,Still, W. Clark
-
p. 4461 - 4464
(2007/10/02)
-
- Deamination via Nitrogen Derivatives of Sulfonic Acids: N-Alkyl-N-nitroso-4-toluenesulfonamides, N-Alkyl-N-nitro-4-toluenesulfonamides, and N-Alkyl-N'-(4-toluenesulfonyloxy)diimide N-Oxides
-
The thermal decomposition of several N-alkyl-N-nitroso-4-toluenesulfonamides, N-alkyl-N-nitro-4-toluenesulfonamides, and N-alkyl-N'-(4-toluenesulfonyloxy)diimide N-oxides was undertaken to determine whether the basicity of the negatively charged counterion in deamination reactions was a reaction variable.The nitrososulfonamides decompose following first-order kinetics to give the corresponding esters with retention of configuration.The reaction characteristics are very similar to those of the N-nitrosocarboxamides, and the reaction mechanisms are presumably very similar also.The N-nitrosulfonamides required high temperatures for decomposition, and they gave an anomalous set of products: amide (by denitration) and olefins, but no nitrous oxide or toluenesulfonate esters.The N'-toluenesulfonoxydiimide N-oxides, isomeric to the nitrosulfonamides, proved to be surprisingly stable compounds; they decompose by first-order kinetics to yield the corresponding esters and nitrous oxide.
- White, Emil H.,Lewis, Charles P.,Ribi, Max A.,Ryan, Thomas J.
-
p. 552 - 558
(2007/10/02)
-