6311-66-6Relevant academic research and scientific papers
Method for synthesizing aryl benzyl ether compound
-
Paragraph 0025; 0041, (2021/04/14)
The invention discloses a method for synthesizing aryl benzyl ether compounds, which comprises the following steps: by using an iron (III) complex containing 1, 3-di-tert-butyl imidazole cations and having a molecular formula of [(tBuNCH = CHNtBu) CH] [FeBr4] as a catalyst and di-tert-butyl peroxide as an oxidant, carrying out oxidative coupling reaction on phenolic compounds and toluene compounds to synthesize the corresponding aryl benzyl ether compounds. The method is the first example for preparing the aryl benzyl ether compound through the oxidative coupling reaction of the phenolic compound and the toluene compound, which is realized by an iron-based catalyst, and has the advantages of atom economy, environmental friendliness and good substrate applicability.
Application of iron (III) complex containing 1,3-di-tert-butyl imidazole cations in synthesis of aryl benzyl ether compounds
-
Paragraph 0024-0025, (2021/04/26)
The invention discloses an application of an iron (III) complex containing 1,3-di-tert-butyl imidazole cations in synthesis of aryl benzyl ether compounds, and particularly relates to a method for synthesizing corresponding aryl benzyl ether compounds by taking di-tert-butyl peroxide as an oxidizing agent and carrying out oxidative coupling reaction on phenolic compounds and toluene compounds. According to the method, the iron (III) complex is used as the catalyst for the first time, and oxidative coupling of the phenolic compound and the toluene compound is realized. The method is the first oxidative coupling reaction of phenolic compounds and benzyl C(sp3)-H bonds, and a new method is provided for synthesizing aryl benzyl ether compounds. Compared with an existing synthesis method, the method provided by the invention avoids using toxic and polluting halogenated hydrocarbon and strong base, has better atom economy, and conforms to the development concept of green synthetic chemistry.
Benzoic acid resin (BAR): a heterogeneous redox organocatalyst for continuous flow synthesis of benzoquinones from β-O-4 lignin models
Dias, Kevin de Aquino,Pereira Junior, Marcus Vinicius Pinto,Andrade, Leandro Helgueira
supporting information, p. 2308 - 2316 (2021/04/07)
A polymer-bound organocatalyst for Baeyer-Villiger reaction and phenol oxidation under continuous flow conditions is described for the first time.BARhas revealed two catalytic activities that enabled the generation of a novel approach for the synthesis of benzoquinones from β-O-4 lignin models in a one-pot protocol. High catalytic activities (yields up to 98%), selectivities, recyclability and productivity were achieved.
Evaluating Gold and Selenium Chemistry for Selective Transformations of Lignin Model Compounds
Santos, Wagner C. C.,Dias, Kevin A.,Santos, Leidaiany P.,Kisukuri, Camila M.,Rodrigues, Thenner S.,Geonmonond, Rafael S.,Camargo, Pedro H. C.,Andrade, Leandro H.
supporting information, p. 1376 - 1383 (2018/02/13)
Applications of gold and selenium chemistry are reported as novel approaches to promote lignin depolymerization into more valuable chemicals via selective oxidation reactions (alcohol oxidations and Baeyer-Villiger reactions). In this study, we proposed two different oxidative methodologies using Au/SiO2 and phenylseleninic acid resin (PAR) as stable and reusable catalysts to promote selective transformations of the β-O-4 linkage of lignin model compounds. After evaluating the catalytic systems under batch conditions, they were both applied in a packed-bed reactor for continuous flow operations. By using Au/SiO2 as a catalyst under flow conditions, ketones were efficiently obtained (up to 86% conversion) from the oxidation of alcohols with a residence time (tR) of 30 min. In the case of Baeyer-Villiger oxidations catalyzed by phenylseleninic acid resin, the corresponding esters were obtained in up to 91% conversion (tR=30 min). Both systems efficiently catalyzed the conversion of the lignin model compounds. (Figure presented.).
The first vinyl acetate mediated organocatalytic transesterification of phenols: A step towards sustainability
Kumar, Manoj,Bagchi, Sourav,Sharma, Anuj
supporting information, p. 8329 - 8336 (2015/11/10)
The present report outlines our efforts toward a simple yet elegant protocol for O-acylation of a wide variety of phenols. This highly enabling and solventless method relies on vinyl acetate as an innocuous acyl donor and DABCO as an organocatalyst. Operational simplicity, excellent yields, higher and faster conversion rates without excess reagents, a simple workup and essentially no need of columns are some of the salient features of the reported protocol.
5H-3-oxa-Octafluoropentanesulfonyl fluoride: a novel and efficient condensing agent for esterification, amidation and anhydridization
Yan, Zhaohua,Tian, Weisheng,Zeng, Fanrong,Dai, Yanfeng
experimental part, p. 2727 - 2729 (2009/09/06)
The use of 5H-3-oxa-octafluoropentanesulfonyl fluoride (HCF2CF2OCF2CF2SO2F) as a novel and efficient condensing reagent for esterification of carboxylic acids with alcohols and amidation of carboxylic acids with amines in the presence of 1,3-diazabicyclo[5.4.0]-undec-7-ene (DBU) is reported. HCF2CF2OCF2CF2SO2F cannot serve as a condensing agent for anhydridization of carboxylic acids, however, HCF2CF2OCF2CF2SO2F/(CH3)3SiCN system can mediate anhydridization of some aromatic carboxylic acids.
Counterattack mode differential acetylative deprotection of phenylmethyl ethers: Applications to solid phase organic reactions
Chakraborti, Asit K.,Chankeshwara, Sunay V.
experimental part, p. 1367 - 1370 (2009/07/04)
A counterattack protocol for differential acetylative cleavage of phenylmethyl ether has been developed. The phenylmethyl moiety is liberated as benzyl bromide that is isolated and reused providing advantages in terms of waste minimization/utilization and atom economy. The applicability of this methodology has been extended for solid phase organic reactions with the feasibility of reuse of the solid support.
Optically active compound and photosensitive resin composition
-
, (2008/06/13)
A photoactive compound is used in combination with a photosensitizer, represented by the following formula (1): A?[(J)m?(X-Pro)]n ??(1) wherein A represents a hydrophobic unit comprising at least one kind of hydrophobic groups selected from a hydrocarbon group and a heterocyclic group, J represents a connecting group, X-Pro represents a hydrophilic group protected by a protective group Pro which is removable by light exposure, m represents 0 or 1, and n represents an integer of not less than 1. The protective group Pro may be removable by light exposure in association with the photosensitizer (especially, a photo acid generator), or may be a hydrophobic protective group. The hydrophilic group may be a hydroxyl group or a carboxyl group. The photoactive compound has high sensitivity to a light source of short wavelength beams, for resist application, therefore, the photoactive compound is advantageously used for forming a pattern with high resolution.
THE EFFECT OF CARBONYL CONTAINING SUBSTITUENTS IN THE TERMINAL CHAINS ON MESOMORPHIC PROPERTIES IN AROMATIC ESTERS AND THIOESTERS, 2. ACYLOXY GROUPS ON THE PHENOLIC END
Neubert, Mary E.,Wildman, Patricia J.,Zawaski, Michael J.,Hanlon, Carol A.,Benyo, Theresa L.,Vries, Adriaan De
, p. 111 - 158 (2007/10/02)
The effect of replacing an alkoxy (Y=OR') with acyloxy (Y=OCOR') group on the phenolic end of the esters: on their mesomorphic properties has been studied.These esters were prepared by esterification of 4-acyloxyphenols with the appropriate acid chloride.The phenols were synthesized by acylation of 4-benzyloxyphenol with either an aliphatic acid or acid chloride followed by catalytic hydrogenolysis of the benzyl group.A comparison of the melting and clearing temperatures of these acyloxy esters with the corresponding known alkoxy ones showed small increases in both these temperatures for the acyloxy esters.The same types of mesophases (N, SA, SC, SB) were observed in both series, but the SB was more favored when Y=OCOR'.The SC phase was found to occur in the acyloxy series at chain lengths beyond which it disappeared in the alkoxy series.Comparisons were also made with the mesomorphic properties previously reported for the correponding alkyl and α-keto esters.Some correlation was observed between increasing dipole moments of these substituents and increasing transition temperatures but not in the types of mesophases observed.Fewer mesophases were found when the alkyl chain was attached to the benzene ring through a carbon atom than through an oxygen atom.
