Alkyl Benzyl Research Articles

ChemInform Abstract: A Highly Efficient and Convenient Method for the Direct Conversion of Alkyl THP Ethers into the Corresponding Alkyl Benzyl Ethers.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

A Highly Efficient and Convenient Method for the Direct Conversion of Alkyl THP Ethers into the Corresponding Alkyl Benzyl Ethers

A Highly Efficient and Convenient Method for the Direct Conversion of Alkyl THP Ethers into the Corresponding Alkyl Benzyl Ethers

ChemInform Abstract: Chiral Base‐Mediated Benzylic Functionalization of (Alkyl Benzyl Ether)tricarbonylchromium(0) Complexes: A Structure—Reactivity Study.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Effect of the alkyl chain length on the anaerobic biodegradability and toxicity of quaternary ammonium based surfactants

The anaerobic biodegradability and toxicity to methanogenic gas production of different alkyl chain length homologs of quaternary ammonium based surfactants were examinated. Two series of these cationic surfactants were selected: alkyl trimethyl ammonium and alkyl benzyl dimethyl ammonium compounds. A simple anaerobic gas production test containing municipal digester solids as a source of anaerobic bacteria was used. Under the applied methanogenic conditions, the cationic surfactants tested showed a very poor primary biodegradation and no evidence of any extent of ultimate biodegradation was observed. The toxicity of quaternary ammonium based surfactants to methanogenic gas production decreased with increasing the alkyl chain length.

Chiral base-mediated benzylic functionalisation of (alkyl benzyl ether)tricarbonylchromium(0) complexes: a structure–reactivity study

The high-yielding readily-analysed conversion of (benzyl methyl ether)tricarbonylchromium(0) 1 into its derivative tricarbonyl[α-(phenylsulfanyl)benzyl methyl ether]chromium(0) 3 has been used to examine the effectiveness of a range of non-racemic chiral lithium amide bases. The most selective base, 2d, was studied in greater detail to determine the effect of changes to structure, temperature and stoichiometry on its activity.

Metalation of arylmethyl alkyl ethers

Arylmethyl alkyl ethers 1a-11 were metallated with n-BuLi or sec-BuLi in THF at different temperatures, affording α-alkoxy-substituted arylmethyllithium derivatives. At low temperature, the organometallics derived from methyl and isopropyl ethers are sufficiently stable to react with added electrophiles affording the expected products 4aa-4jb. On the contrary, under similar conditions, lithium derivatives of primary alkyl benzyl ethers rapidly decay to benzyl alcohol 3.

Alkylation of Tricarbonylchromium-Stabilized Benzylic Anions of 3-(Dipropylamino)chroman

Tricarbonylchromium complexes of racemic and resolved 3-(dipropylamino)chromans were prepared. Benzylic alkylation of the complexes provided access to 4-alkylated derivatives. Alkylations of the endo complex gave only the expected trans products. Unexpectedly, the exo complex predominantly (with methyl iodide) or almost exclusively (with allyl and benzyl bromide) produced the trans derivatives. Steric effects and the nature of the electrophiles appear to direct the outcome of the alkylations.

Biotransformation of organic sulfides. Predictive active site models for sulfoxidation catalysed by 2,5-diketocamphane 1,2-monooxygenase and 3,6-diketocamphane 1,6-monooxygenase, enantiocomplementary enzymes from Pseudomonas putida NCIMB 10007

Growth of the bacterium Pseudomonas putida NCIMB 10007 on racemic camphor induces two enantiocomplementary diketocamphane monooxygenase isofunctional enzymes (isozymes) both able to catalyse electrophilic biooxidation of a wide range of prochiral sulfoxides to the corresponding chiral sulfoxides. Active site models to explain and predict the stereoselectivity of the sulfoxidations catalysed by both isozymes are proposed. The models are based on restrictive space descriptors derived from the optimised outcomes obtained with 23 different phenyl alkyl, benzyl alkyl, methyl alkyl and ethyl alkyl sulfides: consistency was maximised by using the same enzyme preparations throughout. The models, which are consistent with the recognised stereoselectivities of diketocamphane monooxygenase catalysed nucleophilic biooxidations of ketones to lactones, are the first to provide insight into the active site topography of FMN plus NADH-dependent Baeyer–Villiger monooxygenases. In addition, they are unique in providing a direct comparison of the active sites of two enantiocomplimentary isofunctional proteins that have evolved in the same cell line.

Mechanism of the Solution-Phase Reaction of Alkyl Sulfides with Atomic Hydrogen. Reduction via a 9-S-3 Radical Intermediate.

The low selectivity of benzyl alkyl sulfide fragmentation subsequent to its reaction with atomic hydrogen is indicative of a reaction that proceeds via an early transition state. The competitive reduction of a series of substituted-benzyl alkyl sulfides was insensitive to the substituent on the aromatic ring (rho = -0.13, r = 0.99). The relative rates of fragmentation of a series of the substituted-benzyl alkyl sulfides gave a V-shaped Hammett plot. Both electron-donating and electron-withdrawing groups destabilized the transition state (rho = +0.99, r = 0.999; rho = -0.82, r = 0.992). Since the relative rates of disappearance of the alkyl benzyl sulfides are not substituent dependent, but the relative rates of fragmentation are, a 9-S-3 intermediate is preferred as the structure leading to products.

Biotransformation of organic sulfides—VII. A predictive model for sulfoxidation by Helminthosporium species NRRL 4671

The fungus Helminthosporium species NRRL 4671 converts a wide range of prochiral sulfides to the corresponding chiral sulfoxides, the majority of which have ( S) configuration at sulfur. The formation of a series of chiral cyclopentyl alkyl, cyclohexyl alkyl, benzyl alkyl, and methyl alkyl sulfoxides by biotransformation of the corresponding sulfides using Helminthosporium species is described. The analysis of over 90 such biotransformations has resulted in the development of a model based on restrictive space descriptors that has been used to rationalize these reactions, and that is proposed as a predictor of the outcome of Helminthosporium-catalyzed sulfoxidations.

Base-induced cyclization of 1-benzyloxy-2,2,4,4-tetramethylpentan-3-ones: intramolecular nucleophilic addition of an anion of a benzyl ether to the carbonyl moiety without the Wittig rearrangement or protophilic decomposition

Alkyl benzyl ethers bearing a carbonyl moiety in the alkyl chain (1) cyclize effectively, without the Wittig rearrangement or protophilic decomposition, to give hydroxytetrahydrofurans (trans-2) on treatment with ButOK in DMSO at room temperature, whereas LDA–THF induces the cyclization of 1 to afford predominantly the stereoisomer cis-2.

Reaction of 2-(Alkylthiomethyl)phenyllithium with Copper(I) Halides and Structure and Properties of One of the Products—Copper(I) Complexes of 2,2′-Bis(alkylthiomethyl)biphenyl

Abstract The title reactions did not afford the corresponding organocopper compound as a stable entity, but rather a dimerized biphenyl compound (2,2′-bis(alkylthiomethyl)biphenyl), its copper(I) halide complex, and alkyl benzyl sulfide. Their yields were influenced by the kind of halides in the copper reagent. The stability and reactivity of the intermediate organocopper compound is discussed on the basis of the ligand-metal interactions. The copper(I) halide complex with the biphenyl which carries two sulfane ligands has a unique polymeric structure in crystals, as evidenced by X-ray analysis, whereas it dissociates into a monomeric form on dissolution in organic solvents. The properties of the complexes were examined by NMR and XPS as well.

ChemInform Abstract: Chiral Base‐Mediated Benzylic Functionalization of (Alkyl benzyl ether) tricarbonylchromium(0) Complexes.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Synthesis of benzyl/allyl alkyl ethers from corresponding magnesium alkoxides

In the presence of iodine, alcohols react with magnesium to produce magnesium alkoxides which are then treated with benzyl chloride or allyl bromide to produce benzyl alkyl ethers or allyl alkyl ethers.

ChemInform Abstract: Alkyl Benzyl Ethers of Hydroquinones as Monoamine Oxidase B Inhibitors.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Synthesis of 4-(4'-Propylcyclohexyl)benzyl Alkyl Ether as Diluting Agent for TN Liquid Crystals

Synthesis of 4-(4'-Propylcyclohexyl)benzyl Alkyl Ether as Diluting Agent for TN Liquid Crystals

Synthesis of 4-(4'-Propylcyclohexyl)benzyl Alkyl Ether as Diluting Agent for TN Liquid Crystals

Synthesis of 4-(4'-Propylcyclohexyl)benzyl Alkyl Ether as Diluting Agent for TN Liquid Crystals

ChemInform Abstract: Phase‐Transfer‐Catalyzed Additions. Part 13. A Convenient Synthesis of α,β‐Diaryl‐β‐arylamino Ketones by Reaction of Alkyl Benzyl Ketones and Azomethines.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Catalytic Oxidation of α-Carbon of Ethers Utilizing Binuclear Copper(II) Complex of 7-Azaindole

Abstract Treatment of benzyl ethyl ether with a catalytic amount of binuclear copper(II) complex of 7-azaindole 1 under oxygen atmosphere at 80 °C produced ethyl benzoate in 10400% yield based on the catalyst. This reaction could be also applied to other ethers (e.g., alkyl benzyl ethers and dialkyl ethers) to give α-oxygenated products catalytically.

Chiral base-mediated benzylic functionalisation of (alkyl benzyl ether)tricarbonylchromium(0) complexes

Asymmetric functionalisation of the benzylic methylene group in tricarbonylchromium(0) complexes of alkyl benzyl ethers[(PhCH2OR)(CO)3Cr0] is achived in high yield (86–96%) and high enantiomeric excess (ee)(97 to 99%) using chiral base methodology.