Based on the one carbon unit transfer reaction of tetrahydrofolate coenzymes, hydratropic aldehyde was synthesized successfully by using benzimidazolium salt as tetrahydrofolate coenzyme model at formic acid oxidation...Based on the one carbon unit transfer reaction of tetrahydrofolate coenzymes, hydratropic aldehyde was synthesized successfully by using benzimidazolium salt as tetrahydrofolate coenzyme model at formic acid oxidation level and Grignard reagent as a nucleophile to which one carbon unit was transfered. A novel method for the preparation of hydratropic aldehyde was provided. The mechanism for the addition hydrolysis reaction of benzimidazolium salt with Grignard reagent and the effects of reaction condition on the yield are discussed.展开更多
The reaction of 2-alkyl-1,3-dimethylbenzimidazolium salts with Grignard reagents gave addition products which were hydrolyzed to give ketones. A new method for the preparation of cyclohexyl ketones and isopropyl keton...The reaction of 2-alkyl-1,3-dimethylbenzimidazolium salts with Grignard reagents gave addition products which were hydrolyzed to give ketones. A new method for the preparation of cyclohexyl ketones and isopropyl ketones is provided.展开更多
1,3-dimethyl-2-substituted benzimidazolium salt can be easily prepared from carboxylic acid,o-phenylenediamine and methyl iodide via cyclization and quarternarization.It reacts with sodium hydrogen telluride in ethano...1,3-dimethyl-2-substituted benzimidazolium salt can be easily prepared from carboxylic acid,o-phenylenediamine and methyl iodide via cyclization and quarternarization.It reacts with sodium hydrogen telluride in ethanol solution to produce 1,3-dimethyl-2-substituted benzimidazolidine.The reaction mechanism is discussed.Two benzimidazolidines are characterized by means of elemental analysis,IR and 1H NMR.Aldehydes are synthesized by hydrolysis reaction of the benzimidazolidines.Then,a novel synthetic method for aldehydes from the corresponding carboxylic acids via reduction-hydrolysis reaction of benzimidazolium salts is presented.The effect of 2-substituting group of benzimidazolium salts on the yield is discussed.展开更多
A new synthetic method of ketones from substituted benzimidazolium salts and Grignard reagents is reported. The influences of the various Grignard reagents on the yield of ketones and the mechanism are discussed.
The bis-benzimidazolium salt bis[2-(N-ethylbenzimidazoliumyl)ethyl]amine hexafluorophosphate(LH2·(PF6)2) and its N-heterocyclic carbene silver(Ⅰ) complex[L2Ag3](PF6)3(1)have been prepared and charact...The bis-benzimidazolium salt bis[2-(N-ethylbenzimidazoliumyl)ethyl]amine hexafluorophosphate(LH2·(PF6)2) and its N-heterocyclic carbene silver(Ⅰ) complex[L2Ag3](PF6)3(1)have been prepared and characterized.In complex 1,a trinuclear silver(Ⅰ) architecture is formed by two tridentate ligands and three silver(I) atoms,in which one 12- and two 7-membered rings are contained.In the crystal packing of 1,1D chain and 2D supramolecular layer are formed via intermolecular weak interactions,including π…π interactions and C-H…π contacts.Additionally,the fluorescence emission spectra of LH2-(PF6)2 and 1 are described.展开更多
A new approach to the synthesis of α,β unsaturated ketones from 1,2,3 trimethyl benzimidazolium salt via the condensation reaction with aldehydes followed by the addition reaction of Grignard reagents with quatern...A new approach to the synthesis of α,β unsaturated ketones from 1,2,3 trimethyl benzimidazolium salt via the condensation reaction with aldehydes followed by the addition reaction of Grignard reagents with quaternary C=N bond was provided.展开更多
Bis-benzimidazolium salt 1 was prepared via a series of reactions using 2,2'-diphenol as starting material. Compound 2 was afforded through the intramolecular C--C coupling reaction of 1 under the catalysis of Pd(OA...Bis-benzimidazolium salt 1 was prepared via a series of reactions using 2,2'-diphenol as starting material. Compound 2 was afforded through the intramolecular C--C coupling reaction of 1 under the catalysis of Pd(OAc)2. The structure of 2 is characterized through X-ray diffraction analyses, 1H NMR and 13C NMR. In 2, two boat-like seven-membered rings are contained, where the C--C bond distance newly formed is 1.461(5) A, and it is between regular C--C single bond (1.54 A) and C=C double bond (1.34 A). This shows that new C--C bond has partial double-bond character. In the crystal packing of 2, the 2D supramolecular layers are formed via C--H..-F hydrogen bond.展开更多
The present paper covers a novel method for the preparation of α-naphthylacetone via the addition-hydrolysis reaction of a 2-(α-naphthylmethyl)benzimidazolium salt with Grignard reagent.The IR spectrum,MS and 1H N...The present paper covers a novel method for the preparation of α-naphthylacetone via the addition-hydrolysis reaction of a 2-(α-naphthylmethyl)benzimidazolium salt with Grignard reagent.The IR spectrum,MS and 1H NMR of the title compound are consistent with those reported.This method provides a convenient and inexpensive access to the title compound.The mechanism for the addition-hydrolysis reaction of benzimi-(dazolium) salt with Grignard reagent and the effects of reaction conditions on the yield are discussed.展开更多
文摘Based on the one carbon unit transfer reaction of tetrahydrofolate coenzymes, hydratropic aldehyde was synthesized successfully by using benzimidazolium salt as tetrahydrofolate coenzyme model at formic acid oxidation level and Grignard reagent as a nucleophile to which one carbon unit was transfered. A novel method for the preparation of hydratropic aldehyde was provided. The mechanism for the addition hydrolysis reaction of benzimidazolium salt with Grignard reagent and the effects of reaction condition on the yield are discussed.
基金theNationalNaturalScienceFoundationofChina (No .2 0 172 0 41)
文摘The reaction of 2-alkyl-1,3-dimethylbenzimidazolium salts with Grignard reagents gave addition products which were hydrolyzed to give ketones. A new method for the preparation of cyclohexyl ketones and isopropyl ketones is provided.
文摘1,3-dimethyl-2-substituted benzimidazolium salt can be easily prepared from carboxylic acid,o-phenylenediamine and methyl iodide via cyclization and quarternarization.It reacts with sodium hydrogen telluride in ethanol solution to produce 1,3-dimethyl-2-substituted benzimidazolidine.The reaction mechanism is discussed.Two benzimidazolidines are characterized by means of elemental analysis,IR and 1H NMR.Aldehydes are synthesized by hydrolysis reaction of the benzimidazolidines.Then,a novel synthetic method for aldehydes from the corresponding carboxylic acids via reduction-hydrolysis reaction of benzimidazolium salts is presented.The effect of 2-substituting group of benzimidazolium salts on the yield is discussed.
基金Project supported by the Provincial Natural Science Foundation of Shaaxi Province
文摘A new synthetic method of ketones from substituted benzimidazolium salts and Grignard reagents is reported. The influences of the various Grignard reagents on the yield of ketones and the mechanism are discussed.
基金supported by the National Natural Science Foundation of China(No.21172172)Tianjin Natural Science Foundation(No.11JCZDJC22000)the Program for Innovative Research Team in University of Tianjin(TD12-5038)
文摘The bis-benzimidazolium salt bis[2-(N-ethylbenzimidazoliumyl)ethyl]amine hexafluorophosphate(LH2·(PF6)2) and its N-heterocyclic carbene silver(Ⅰ) complex[L2Ag3](PF6)3(1)have been prepared and characterized.In complex 1,a trinuclear silver(Ⅰ) architecture is formed by two tridentate ligands and three silver(I) atoms,in which one 12- and two 7-membered rings are contained.In the crystal packing of 1,1D chain and 2D supramolecular layer are formed via intermolecular weak interactions,including π…π interactions and C-H…π contacts.Additionally,the fluorescence emission spectra of LH2-(PF6)2 and 1 are described.
基金ProjectsupportedbytheNationalNaturalScienceFoundationofChina (No.2 9872 0 32 )andtheSpecialScienceResearchFoundationofEducationCommitteeofShaanxiProvince (No .98JK12 0 )
文摘A new approach to the synthesis of α,β unsaturated ketones from 1,2,3 trimethyl benzimidazolium salt via the condensation reaction with aldehydes followed by the addition reaction of Grignard reagents with quaternary C=N bond was provided.
基金This work was financially supported by the National Natural Science Foundation of China (No. 21172172), the Tianjin Natural Science Foundation (No. 11JCZDJC22000) and the Program for Innovative Research Team in University of Tianjin (No. TD12-5038).
文摘Bis-benzimidazolium salt 1 was prepared via a series of reactions using 2,2'-diphenol as starting material. Compound 2 was afforded through the intramolecular C--C coupling reaction of 1 under the catalysis of Pd(OAc)2. The structure of 2 is characterized through X-ray diffraction analyses, 1H NMR and 13C NMR. In 2, two boat-like seven-membered rings are contained, where the C--C bond distance newly formed is 1.461(5) A, and it is between regular C--C single bond (1.54 A) and C=C double bond (1.34 A). This shows that new C--C bond has partial double-bond character. In the crystal packing of 2, the 2D supramolecular layers are formed via C--H..-F hydrogen bond.
文摘The present paper covers a novel method for the preparation of α-naphthylacetone via the addition-hydrolysis reaction of a 2-(α-naphthylmethyl)benzimidazolium salt with Grignard reagent.The IR spectrum,MS and 1H NMR of the title compound are consistent with those reported.This method provides a convenient and inexpensive access to the title compound.The mechanism for the addition-hydrolysis reaction of benzimi-(dazolium) salt with Grignard reagent and the effects of reaction conditions on the yield are discussed.