bluuebunny/crossref_metadata_2025_split huggingface dataset:
Restricted Rotation Involving the Tetrahedral Carbon. LXII. Rotational Isomerism, Structure, and Isolation of Triptycene Rotamers that Carry Secondary Alkyl Group at 9-Position
Authors: Oki Michinori , Matsusue Masaki , Akinaga Tadashi , Matsumoto Yoshinobu , Toyota Shinji 
Published: August 2006

Abstract
As an example of a set of rotational isomers of triptycenes that carry a secondary alkyl group at the 9-position, 9-alkyl-1,8-difluorotriptycenes (alkyl = isopropyl or 3-hydroxy-1-methylpropyl) were synthesized and their rotational isomerism was examined by means of NMR spectroscopy. For the isopropyl compound, the ap and sc isomers were observed in a 6.2 : 1 ratio in chloroform-d, but the two diastereomeric rotamers were inseparable. X-Ray analysis of the compound reveals that all molecules take ap conformation about the C9–Calkyl bond in crystal. In contrast three rotamers of 3-hydroxy-1-methylpropyl compound could be isolated by HPLC as stable entities at room temperature. Barriers to rotation in chloroform-d were found to be 26.6, 26.3, 25.0, 24.6, 24.8, and 24.9 kcal mol−1 for sc*(S*) → ap(R*), sc*(S*) → sc*(R*), ap(R*) → sc*(S*), ap(R*) → sc*(R*), sc*(R*) → ap(R*), and sc*(R*) → sc*(S*) processes, respectively, at 39.5 °C.
The Surface Activity of N,N′-Polymethylenebis(trialkylammonium) Dibromides in Aqueous Solutions
Authors: Tamaki Kunio , Ohara Yoko , Ogawa Nanae , Domae Yoichiro , Kurokawa Tetsuya 
Published: August 2006

Abstract
The surface tensions are reported for aqueous solutions of four series of homologous N,N′ -polymethylenebis(trialkylammonium) dibromides [(CmH2m+1)3N(CH2)nN(CmH2m+1)3]Br2 (m = 1—4) at 25 °C. The experimental results are discussed with emphasis on the behavior of these salts in water. It is generally recognized that the structure-breaking solutes are surface inactive in aqueous solutions, whereas hydrophobic structure-making solutes are surface active in aqueous solutions. The critical micelle concentration for [(C4H9)3N(CH2)12N(C4H9)3]Br2 is estimated to be 0.07 mol dm−3.
Thermal and Lewis Acid-Promoted Hetero Diels–Alder Reactions of α,β : γ,δ-Unsaturated Carbodithioic Esters and Carbothioic O-Esters; 5,6-Dihydro-2H-naphtho[1,2-b]thiopyran-3-carbodithioates and -carbothioic O-Esters
Authors: Moriyama Satoshi , Mochizuki Takahiro , Ohshima Yasuko , Saito Takao 
Published: August 2006

Abstract
Phenyl esters of 2-substituted 5,6-dihydro-2H-naphtho[1,2-b]thiopyran-3-carbodithioic acids (2) reacted with 2-norbornene, dimethyl acetylenedicarboxylate, diethyl azodicarboxylate, N-phenylmaleimide, dimethyl fumarate, 2-chloroacrylonitrile, methyl acrylate, and styrene in refluxing benzene to give the [4+2]cycloadducts, while the thermal cycloaddition reaction of O-methyl esters of 2-substituted 5,6-dihydro-2H-naphtho[1,2-b]thiopyran-3-carbothioic acids (3) was successful only with the triple-bonded dienophiles such as dimethyl acetylenedicarboxylate and ethyl propiolate. In the presence of a Lewis acid (AlCl3 or EtAlCl2), the reactions of both 2 and 3 were found to proceed efficiently even at room temperature.
Cation-Exchanged Montmorillonite-Catalyzed Friedel–Crafts Transannular Alkylation with (Z,Z)-1,5-Cyclooctadiene
Authors: Tateiwa Jun-ichi , Horiuchi Hiroki , Suama Masakazu , Uemura Sakae 
Published: August 2006

Abstract
The five isomers of phenylbicyclooctanes were produced by Friedel–Crafts transannular alkylation of benzene with (Z,Z)-1,5-cyclooctadiene (1,5-COD) in the presence of a cation-exchanged montmorillonite (Mn+-mont). Mn+-Mont could be used repeatedly to provide the same products in good yields.
Characterization and Thiophene Hydrodesulfurization Activity of NaX Zeolite Supported Molybdena Catalysts
Authors: Das Debasish , Duttagupta Maya , Palit Sunanda K 
Published: August 2006

Abstract
A series of NaX zeolite supported molybdena catalysts containing 1—15 wt% MoO3 has been prepared by impregnation method. They have been characterized by X-ray diffraction (XRD), infrared spectroscopy (IR), temperature-programmed reduction (TPR), scanning electron microscopy (SEM), surface area, pore volume, Mo dispersion, and Mo extraction measurements. Zeolite crystallinity was found to be affected greatly only at 15 wt% MoO3 loading. XRD and SEM studies showed absence of any crystalline MoO3 phase. However, presence of bulk MoO3, particularly at higher loadings, was indicated by TPR and Mo extraction results. Tetrahedral surface molybdenum species are formed through strong interaction between molybdena and zeolite lattice through oxygen atoms. A direct relationship between Mo dispersion on the oxidic catalysts and their thiophene conversion activity was observed. In addition to Mo dispersion, acidity of the catalysts was also found to play an important role at high reaction temperature.
Solvent Isotope Effect on the Complexation of Cyclodextrins in Aqueous Solutions
Authors: Wang An Sheng , Matsui Yoshihisa 
Published: August 2006

Abstract
The replacement of H2O by D2O as a solvent resulted in an appreciable increase in the binding constants (Kb) for complexes of native and modified cyclodextrins with such typical guests as p-nitrophenol, the p-nitrophenolate ion, Methyl Orange, phenolphthalein, and inorganic anions. The observed increase in Kb was attributed mainly to a solvent H/D isotope effect on hydrophobic and electrostatic interactions between the hosts and guests.
Pseudo-Point Groups for Symmetry Characterization and Combinatorial Enumeration of Nonrigid Compounds
Authors: Fujita Shinsaku 
Published: August 2006

Abstract
The concept of equi-axial transformations is proposed to characterize conformational changes of flexible compounds such as the inversion of ammonia and the ring-flipping of 1,3,5-trioxane. In order to discuss the symmetries of the equi-axial transformations, pseudo-point groups are introduced after the definition of a pseudo-dihedral rotation. Pseudo-point groups are classified into anisoenergetic and isoenergetic groups. In the light of this classification, orbits generated by a pseudo-point group are characterized by the concept of chronality, which is defined by examining coset representations. Thus, the terms homochronal, enantiochronal, and hemichronal are coined for the characterization of orbits. The enumeration methods of the USCI (unit-subduced-cycle-index) approach are applied to the ammonia and 1,3,5-trioxane cases by using the pseude-point group .
Self-Diffusion Coefficients of Each Component in Water+t-Butyl Alcohol and Water+t-Butylamine Binary Mixtures
Authors: Kipkemboi Pius Keronei , Easteal Allan James 
Published: August 2006

Abstract
The self-diffusion coefficients of water and of the organic component have been measured for H2O+t-butyl alcohol and H2O+t-butylamine mixtures over the whole composition range at 301 K, using the NMR spin-echo technique. In the water-rich region below 20 mol% of cosolvent, the self-diffusion coefficients of both components for each binary solvent system decrease rapidly with increasing cosolvent content. In cosolvent-rich mixtures with more than 50 mol% cosolvent, motions of water are evidently strongly correlated with those of cosolvent molecules. The semiempirical equation proposed by Albright relating the shear viscosity of a mixture to the diffusion coefficients of its components successfully predicts the general shape of the viscosity curve for each binary system. For the composition region above 50 mol% cosolvent the Albright equation gives calculated viscosities which agree well with observed values, but in the water-rich region there are significant deviations between the observed and calculated viscosities.
Direct Electrical Response between Glucose Oxidase and Poly(mercapto-p-benzoquinone) Films
Authors: Arai Gorou , Masuda Miwako , Yasumori Iwao 
Published: August 2006

Abstract
Glucose oxidase was immobilized in a conductive redox polymer, poly(mercapto-p-benzoquinone), by means of an electropolymerization of mercaptohydroquinone in the presence of the enzyme. A glassy carbon electrode coated with the resulting polymer film functioned well as a direct response type of glucose sensor, where the polymer chain served as a conductive molecular chain between the active center (FAD) in the enzyme and the substrate electrode. The sensor showed excellent selectivity and possessed good durability.
Analysis of the Valence X-Ray Photoelectron Spectra of Eight (–CH2–CHR–)n and Two (–CH2–C(CH3)R–)n Polymers by the Semi-Empirical HAM/3 MO Method Using the Trimer Model Molecules H–(–CH2–CHR–)3–H and H–(–CH2–C(CH3)R–)3–H
Authors: Aida Masayuki , Kaneda Yasuo , Kobayashi Naoya , Endo Kazunaka , Chong Delano P 
Published: August 2006

Abstract
The valence X-ray photoelectron spectra of ten polymers [(–CH2–CHR–)n (R = C6H5, OCH3, COCH3, COOH, COOCH3, OCOCH3, CONH2, C4H6NO (N-vinylpyrrolidone)) and (–CH2–C(CH3)R–)n (R = COOCH3 and CONH2)] were analyzed by a semi-empirical HAM/3 MO method using trimer model molecules [H–(–CH2–CHR–)3–H (R = C6H5, OCH3, COCH3, COOH, COOCH3, OCOCH3, CONH2, and C4H6NO (N-vinylpyrrolidone) and H–(–CH2–C(CH3)R–)3–H (R = COOCH3 and CONH2)], respectively. The calculated Al Kα photoelectron spectra were obtained using Gaussian functions of a fixed approximate linewidth (0.10 Ik; Ik = I′k − ΔW, where I′k is the vertical ionization potential of each MO and ΔW is an approximate shift to account for the work-function effects. We assumed that ΔW corresponds to the shift that we must apply before we could compare the calculated spectrum for a single model molecule with the observed spectrum for the solid. The theoretical spectra showed good agreement with the spectra of the polymers, as observed between 0—40 eV.
Tandem Intermolecular–Intramolecular Michael Addition of Bifunctional Hetero Nucleophiles to Polyfluoro-2-alkynoic Acids. Facile Synthesis of Polyfluoroalkylated Azaheterocycles
Authors: Funabiki Kazumasa , Tamura Kazushige , Ishihara Takashi , Yamanaka Hiroki 
Published: August 2006

Abstract
Polyfluoro-2-alkynoic acids, Rf–C≡C–COOH (1a—c: a, Rf = CHF2; b, Rf = CF3; c, Rf = CHF2CF2CF2), readily underwent an intermolecular–intramolecular Michael addition reaction with a variety of bifunctional azanucleophiles, such as RNHCH2CH2XH (R = H, Me; X = NH, S, O, NMe) and o-phenylenediamine, to give the corresponding carboxylated and/or decarboxylated 2-(polyfluoroalkyl)imidazolidine, thiazolidine, and oxazolidine derivatives in moderate to good yields.
Features of the Quantum Chain Process in the Photochemical One-Way Isomerization of 2-Anthrylethylenes
Authors: Karatsu Takashi , Tsuchiya Masami , Arai Tatsuo , Sakuragi Hirochika , Tokumaru Katsumi 
Published: August 2006

Abstract
Regarding 2-anthrylethylenes which undergo a photochemical cis-to-trans one-way isomerization, their preparative methods are presented. The isomerization of ArCH=CHPh and ArCH=CH(2-naphthyl) (Ar: 2-anthryl) proceeds through a quantum chain process slightly more efficiently than ArCH=CHtBu. The origin of the high efficiency in the quantum chain process of these ethylenes is discussed.
Enantioselective Synthesis of the Macrocyclic Pyrrolizidine Alkaloid Yamataimine
Authors: Niwa Haruki , Kunitani Kazuto , Nagoya Tomohiro , Yamada Kiyoyuki 
Published: August 2006

Abstract
Described is a short-step synthesis of optically active yamataimine, a 12-membered pyrrolizidine alkaloid of retronecine type. Methyl (1S,5R)-5-methyl-2-oxocyclopentanecarboxylate derived from (R)-(+)-pulegone was converted into the necic acid component required for the synthesis of yamataimine, in a nine-step sequence. Regioselective coupling of (+)-retronecine with the necic acid component via tin-mediated regioselective acylation followed by macrolactonization led to the first synthesis of (+)-yamataimine.
Stereoselective Syntheses of β-d-Ribonucleosides Catalyzed by the Combined Use of Silver Salts and Diphenyltin Sulfide or Lawesson’s Reagent
Authors: Shimomura Naoyuki , Matsutani Takafumi , Mukaiyama Teruaki 
Published: August 2006

Abstract
β-d-Ribonucleosides are stereoselectively synthesized in high yields from methyl 2,3,5-tri-O-benzoyl-β-d-ribofuranosyl carbonate and trimethylsilylated nucleoside bases by the use of [diphenyltin sulfide/silver salt] or [Lawesson’s reagent/silver salt] combined catalyst system under mild conditions.
Influence of a Neutral Terminal Ligand on the Structure and Redox Potential of the Hexamolybdenum(12+) Cluster Ion with Mixed Capping Ligand
Authors: Ebihara Masahiro , Kawamura Takashi , Isobe Kiyoshi , Saito Kazuo 
Published: August 2006

Abstract
A hexamolybdenum cluster complex of (n-Bu4N)2[(Mo6Br7S)Cl5(CH3CN)] was synthesized, and its crystal structure was determined. The Mo–Mo distance (2.637(7) Å) is similar to that of (Et4N)3[(Mo6Br7S)Cl6]. The oxidation potential is higher than that of [(Mo6Br7S)Cl6]3− by 0.21 V. The shift of potential may be caused by change of net charge of the cluster anion.
Voltammetric Behavior of Doubly-Bridged Dioxobis(dithiocarbamato)dimolybdenum(V) Complexes in Dichloromethane
Authors: Unoura Kei , Fukase Yoshihiro , Sato Yojiro , Chida Nobuyuki , Ogino Hiroshi 
Published: August 2006

Abstract
The electrochemical behavior of the di-μ-oxo, μ-oxo-μ-sulfido and di-μ-sulfido dinuclear molybdenum(V) complexes ligating a series of dithiocarbamates, [Mo2O4−nSn(R2dtc)2] (n = 0—2; R2dtc− = dithiocarbamate), was investigated in dichloromethane. Each complex undergoes a one-electron quasi-reversible reduction, followed by a homogeneous chemical reaction, except for the di-μ-sulfido complex [Mo2O2S2(Ph2dtc)2] which shows a complicated electrochemical process. The chemical stability of the one-electron reduction products of [Mo2O4−nSn(R2dtc)2] increases with increase in the number of bridging sulfides and in the electron-donating ability of the substituents on the dithiocarbamate ligands.
Synthesis of Indole from Aniline and Ethylene Glycol with Pb(II) Catalysts
Authors: Seto Takatoshi , Imanari Makoto 
Published: August 2006

Abstract
Various catalysts for the direct synthesis of indole from ethylene glycol and aniline have been reported. It was found that in Pb(II) catalysts, the selectivities of indole are greatly influenced by the ligands; some of these, such as PbI2-KI and PbI2-BaI2, provide indole in high yields. The catalytic activities of lead halides and binary systems were investigated regarding the effects of the ligands of Pb(II); recycling of the catalyst was tested.
Hydration Structure of Glycine Molecules in Concentrated Aqueous Solutions
Authors: Kameda Yasuo , Ebata Hidekazu , Usuki Takeshi , Uemura Osamu , Misawa Masakatsu 
Published: August 2006

Abstract
A radial distribution study for aqueous 5 mol% glycine solutions was carried out involving time-of-flight neutron diffraction measurements. An isotopic substitution technique was applied to both nitrogen and hydrogen atoms of the sample in order to determine the hydration structure around the amino group of the glycine molecules in an aqueous solution. It has been clarified that there exist 3.0 ± 0.6 water molecules coordinated to the amino group of a glycine molecule with intermolecular distances of rN···O = 2.85 ± 0.05 Å and rN···D = 3.25 ± 0.05 Å. These values suggest that a hydrogen bond is formed between the amino group of a glycine molecule and the nearest-neighbor water molecules in the aqueous glycine solution.
Theoretical Studies of Ammonia–Halogen and Methylamine–Halogen Complexes: Geometries, Harmonic Vibrational Frequencies and Their Infrared Intensities, and Excited States of Ammonia–Chlorine Monofluoride Complex
Authors: Kobayashi Takao , Matsuzawa Hidenori , Iwata Suehiro 
Published: August 2006

Abstract
The electron correlation effects for the geometry and stability of the ammonia–halogen (NH3–Cl2 and NH3–ClF) and the methylamine–halogen (CH3NH2–Cl2 and CH3NH2–ClF) are examined with ab initio molecular orbital calculations. The intermolecular distance, r(N–Cl), with the second order Møller–Presset (MP2) method are substantially shorten from the corresponding values with the self-consistent field (SCF) method. The halogen–halogen distance is slightly lengthened with the MP2 method from those determined with the SCF calculations. With the MP2 method the stabilization energies (ΔE) become large from those of the SCF calculation. Large high-frequency shifts for two intra CH3–NH2 coupled motions are found. The frequency shift and intensity change in the complex formation are mode-specific. The potential energy surfaces of the ground and low-lying excited states of NH3–ClF complex are calculated with the configuration interaction method. The first excited state is directly dissociated to NH3Cl + F. The charge-transfer excited state lies higher than the π* → σ* transition of ClF molecule, and is dissociated into NH3 + Cl + F. The NH3Cl (C3v symmetry), generated from the lowest excited states, is a stable radical. The reaction NH3Cl → NH2 + HCl is also endothermic, though the high barrier prevents the hydrogen shift to chlorine.
Conductometric Study of First and Second Ion Associations of Hexaamminecobalt(III) and Tris(ethylenediamine)cobalt(III) Ions with Sulfate Ions at Temperatures from 0 to 50 °C
Authors: Yokoyama Haruhiko , Kon Hiroyuki , Hiramoto Toshiaki , Shinozaki Kazuteru 
Published: August 2006

Abstract
Conductivity measurements for aqueous solutions of sulfates of hexaamminecobalt(III) ([Co(NH3)6]3+) and tris(ethylenediamine)cobalt(III) ([Co(en)3]3+) complexes have been made at various temperatures from 0 to 50 °C. The conductivity data were analyzed to obtain the first ion-association constants, but could not be completely explained if the second ion association (triple-ion formation between ion pair and sulfate ion) was not taken into consideration. The ion-association constants had minimum values at particular temperatures and were significantly larger than those predicted by electrostatic ion-association theories. Excess thermodynamic functions for the first ion association over the theoretical prediction were estimated and explained by assuming the ion–ion and ion–water hydrogen bonding. The excess entropy and enthalpy changes were significantly increased with increasing temperature, while the Gibbs free energy change was little dependent on temperature; these results were attributed to the destruction of bulk water structure with temperature. A similar contribution of hydrogen bonding was present in the second ion association besides the electrostatic interaction between the anion and the ion pair having a large dipole moment. The difference between [Co(NH3)6]3+ and [Co(en)3]3+ in hydrogen bonding is also discussed.
Adsorbed Hydrogen Effect on the Adsorption and Reactivity of N2 Molecules on Ru/MgO and Ru–Cs+/MgO: Hydrogen Dipole Effect Enhanced by Doped Cs+
Authors: Izumi Yasuo , Hoshikawa Masaki , Aika Ken-ichi 
Published: August 2006

Abstract
The effects of adsorbed hydrogen on the N2 adsorption and N2 isotope displacement rate on Ru/MgO and Ru–Cs+/MgO were investigated by FTIR. The H2 was found to be adsorbed dissociatively on on-top sites [1880w(sh), 1801w(sh), and 1717s cm−1], bridging sites [1550w and 1330w cm−1], and threefold sites [1120m and 933m cm−1] on Ru/MgO, and similarly on three kinds of adsorption sites on Ru–Cs+/MgO. The bridging hydrogen on Ru/MgO was thermally more stable than the other two. Molecular N2 could be adsorbed as an on-top form on Ru. By the small amount of preadsorbed H(a) [H(a)/Rusurf = 14%], the N2 isotope displacement rate 15N2(a) → 14N2(a) in 14N2 on Ru/MgO was largely reduced to 12%, and the reduction on Ru–Cs+/MgO was more serious (to 4%). The main factors of these reductions were interpreted as direct repulsion of H(a) and N2 on Ru/MgO and Ru-hydride dipole effect enhanced by doped Cs+ on Ru–Cs+/MgO. The common factors in N2 displacement reaction and the catalysis from N2 are discussed in terms of the hydrogen effect.
Relaxation of Polymer Chains Dissolved in the Liquid Phase of Membranes under a Pressure Gradient. III. Hydrogel Membranes of Poly(vinyl alcohol) and Poly(sodium l-glutamate)
Authors: Kiyono Ryotaro , Tasaka Masayasu , Nagura Masanobu 
Published: August 2006

Abstract
The dependence of the streaming potential across hydrogel membranes on time was measured. The gel membranes used were obtained by blending various amounts of poly(vinyl alcohol) and poly(sodium l-glutamate), which have different average molecular weights per cross-linked unit. The streaming potential increased rapidly just after applying a pressure difference and then increased gradually up to a steady-state value. The time dependence of the streaming potential was analyzed as the relaxation of the polymer chains dissolved in the liquid phase of the membrane. The relaxation for all the gel membranes consisted of a single component. The relaxation time was long if the gel had a large average molecular weight per cross-linked unit. The effects of cross-linking and the concentration of the external solution on the relaxation time are discussed.
Redox Potentials of Bromo- and Chloro(phthalocyaninato)bismuth(III) Complexes
Authors: Isago Hiroaki , Kagaya Yutaka 
Published: August 2006

Abstract
The redox potentials of the titled complexes, [Bi(pc)X] (pc2− = phthalocyaninate, C32H16N82−, and X = Cl− and Br−), in N,N-dimethylformamide solutions have been determined by cyclic voltammetry for the first time as phthalocyanine complexes of group-15 elements. The voltammograms of [Bi(pc)Cl] consisted of one oxidation (E1/2 = 0.36 V vs. ferrocene/ferricinium+) and two reduction couples (ca. −1.2 and ca. −1.0 V), each of which was a quasi-reversible one-electron process. The voltammograms of [Bi(pc)Br] were quite similar to those obtained with [Bi(pc)Cl], with the exception of the appearance of an additional irreversible anodic peak at 0.30 V, which could be attributable to the oxidation of non-ligand bromide, suggesting the dissociation of [Bi(pc)Br] into [Bi(pc)]+ and Br− in DMF. This is the first case in which [M(pc)X]-type (M = trivalent metal) complex dissociated into [M(pc)]+ and X− in solution.
Oxidation of Styrylpyridinium Dyes by Permanganate Ion
Authors: Dash Sukalyan , Mishra Bijay K 
Published: August 2006

Abstract
The oxidation of N-alkyl substituted styrylpyridinium bromides in both KMnO4 and cetyltrimethylammonium permanganate (CTAP) results in the formation of corresponding substituted benzaldehydes. The oxidation in aqueous medium is catalyzed by acid whereas in chloroform medium the reaction proceeds at neutral condition. However, the reaction proceeds through the same mechanism in both the media. The faster rate of oxidation in aqueous medium by KMnO4 than that in chloroform medium by CTAP has been rationalized through hydrophobic effect. The overall rate equation can be represented as rate = k[Substrate]1.5[Oxidant]−0.75 in aqueous medium and rate = k[Substrate]0.5[Oxidant]−1 in chloroform medium. From the substituent effect a transition state with low electron density at the olefinic carbon has been proposed.
Carbon Homologation of 1-Alkynes Using Alkoxymethyl Esters Mediated by Dichlorobis(trifluoromethanesulfonato)titanium(IV)
Authors: Tanabe Yoo 
Published: August 2006

Abstract
Various 1-alkynes were converted to 1-alkoxy-3-chloro-2-alkenes using alkoxymethyl esters and dichlorobis(trifluoromethanesulfonato)titanium(IV) [TiCl2(OTf)2, titanium(IV) bis(triflate)]. This carbon homologation proceeded in the case of not only simple 1-alkynes but also for several 3- or 4-dimethylcarbamoyloxy-, 5-benzoyloxy-, 5-phenoxycarbonyloxy-, and 5-methoxycarbonyloxy-1-alkynes. Among them, 3- and 4-dimethylcarbamoyloxy-1-butynes underwent the reaction without loss of their functionalities compared with the other oxy substrates. The stereoselectivity was Z predominant, especially in the case of the above mentioned 3-, 4-, and 5-oxy substituted 1-alkynes. Addition of TiCl4 to this system was somewhat effective for enhancing the Z ratios. Titanium(IV) bis(triflate) was the only effective catalyst among several Lewis acids such as AlCl3, TiCl4, SnCl4, ZnCl2, and Sn(OTf)2. As a functionalization of the obtained vinyl chloride, 3-chloro-4-dimethylcarbamoyloxy-1-methoxy-2-pentene was converted into the corresponding ketone using Hg(OCOCF3)2.