Metal-free chemoselective oxidation of sulfides to sulfoxides catalyzed by immobilized taurine and homotaurine in aqueous phase at room temperature

Shen, Hai‐Min; Zhou, Wenjie; Wu, Hong‐Ke; Wu, Yu; Ai, Ning; Ji, Hongbing; Shi, Hang; She, Yuanbin

doi:10.1016/j.tetlet.2015.05.105

Cited by 22 publications

(13 citation statements)

References 60 publications

(1 reference statement)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…According to the authors, despite to the good results obtained by using this material, at the used reaction conditions, the catalyst resulted thermally instable avoiding the possibility of working at high temperatures. As it concerns the sample 4 , recently, it was reported the synthesis of immobilized taurine (2‐aminoethanesulfonic acid) on hybrid silica and its catalytic activity was studied on the oxidation reaction of sulfides to sulfoxides. To the best of our knowledge, this work represents the only example described in the literature in which taurine is employed as catalyst.…”

Section: Introductionmentioning

confidence: 99%

Glycerol Acetylation over Organic-Inorganic Sulfonic or Phosphonic Silica Catalysts

et al. 2017

View full text Add to dashboard Cite

Silica based catalysts containing organic framework with both amino and sulfonic or phosphonic functions were synthesized, characterized and tested in esterification reaction of aliphatic polyalcohols as glycerol. The aim of the research was to study the relations between the structure and the activity of the materials focusing on both, the effect of the amino group and the influence of aliphatic or aromatic chain on the acidic active sites. The effects of the sulfonic and phosphonic functions and the morphology of SiO 2 , amorphous or mesostructured Santa Barbara Amorphous (SBA-15), were also addressed. The materials were compared with some commercial catalysts, showing good performances in term of activity and stability. Fresh and spent specimens were analyzed by means of thermo-gravimetrical analysis (TGA), X-ray photoelectron spectroscopy (XPS), small angle X-ray scattering (SAXS), FT-Infrared spectroscopy (FT-IR) and acid capacity measurements. The best performances in terms of glycerol conversion and selectivity to acetins were achieved in presence of the sulfonic function linked to the amino-propyl SiO 2 , while the highest stability during three catalytic cycles was registered for the analogous SBA-15 sample.

show abstract

Section: Introductionmentioning

confidence: 99%

Glycerol Acetylation over Organic-Inorganic Sulfonic or Phosphonic Silica Catalysts

et al. 2017

View full text Add to dashboard Cite

show abstract

“…16 Taurine was immobilized on silica and employed as heterogeneous catalyst in the oxidation of aromatic sulfides to the corresponding aliphatic sulfides with H 2 O 2 at room temperature. 19 Taurine was used to treat Cu 2 O/TiO 2 photocatalyst because the adsorbed taurine could alter the binding strength of the reactants on the catalyst surface and adjust the product selectivity. 20 Taurine was also utilized as a surface modifier to introduce SO 3 H groups to a reduced graphene oxide material.…”

Section: Introductionmentioning

confidence: 99%

Using taurine to increase mesopores in Ce‐based metal–organic framework for enhancing the production of 5‐hydroxymethylfurfural and 5‐ethoxymethylfurfural from fructose

Wang

2020

J of Chemical Tech & Biotech

View full text Add to dashboard Cite

BACKGROUND: 5-hydroxymethylfurfural (HMF) and 5-ethoxymethylfurfural (EMF) are biomass-based value-added chemicals. Various catalytic systems have been studied for converting fructose into HMF and EMF. A more efficient and stable solid acid catalyst is highly desirable for the conversion process. RESULTS: In this study, a novel taurine-involved Ce metal organic framework material (T-CeMOF) was synthesized by coordinating Ce to 1,3,5-benzenetricarboxylic acid (BTC) in the presence of taurine. T-CeMOF was analyzed with Fourier-transform infrared (FTIR) spectroscopy, transmission electron microscoy (TEM), and nitrogen adsorption-desorption analysis. Results showed that the presence of taurine makes T-CeMOF have a much larger specific pore volume than Ce based metal-organic framwork (CeMOF), which was synthesized by coordinating Ce with the ligand BTC in absence of taurine. It is implied that T-CeMOF has many more swinging carboxyl groups on the surface than CeMOF. In addition, the sulfonic acid group of taurine is introduced into T-CeMOF. All of these contribute toward making sure that T-CeMOF is effective for the conversion of fructose to HMF and EMF in ethanol. Under the catalysis of T-CeMOF, the total yield of HMF and EMF reached 78.4% within 1 h. T-CeMOF could be recycled and the catalytic activity of the catalyst was maintained after five cycles. CONCLUSION: T-CeMOF can be synthesized at room temperature and it achieved a high total yield of HMF and EMF in ethanol within 1 h. T-CeMOF opens a new route for one-pot conversion of abundant and cheap fructose-based biomass into promising biochemicals.

show abstract

“…used 2‐aminoethanesulfonic acid as a green bio‐organic catalyst for the promotion of the Knoevenagel reaction and condensation reactions . Silica gel supported 2‐aminoethanesulfonic acid was also reported in the oxidation reaction of sulfides to their corresponding disulfides …”

Section: Introductionmentioning

confidence: 99%

“…[15,16] Silica gel supported 2-aminoethanesulfonic acid was also reported in the oxidation reaction of sulfides to their corresponding disulfides. [17] The synthesis of acridine and analogs has attracted considerable attention from organic and medicinal chemists for many years, as a number of natural sources have been reported to have this heterocyclic nucleus. They are used in medicine and have enormous potential as pharmaceutical agents due to their biological activities ( Figure 1) such as antiviral, [18] antibacterial, [19] anticancer, [20] anti-inflammatory activities [21] as well as efficiency in photodynamic therapy.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Organocatalyzed Domino Synthesis of New Thiazole‐Based Decahydroacridine‐1,8‐diones and Dihydropyrido[2,3‐d : 6,5‐d′]‐ dipyrimidines in Water as Antimicrobial Agents

Bhosle

Kharote

Bondle

et al. 2020

Chemistry & Biodiversity

View full text Add to dashboard Cite

Organopromoter, 2‐aminoethanesulfonic acid was used to catalyze the synthesis of a series of structurally intriguing new hybrids thiazolyl acridine‐1,8(2H,5H)‐diones and dihydropyrido[2,3‐d : 6,5‐d′]dipyrimidine‐2,4,6,8(1H,3H,5H,7H)‐tetraones for the first time. 2‐Aminoethanesulfonic acid is a biobased organopromoter, used to generate four new bonds for the synthesis of new coupled thiazole‐based decahydroacridine‐1,8‐diones. Superior green credentials, operational simplicity, easy work‐up and recyclability of the catalyst are the key strengths of this method. The broad substrate scope, mild reaction conditions, short reaction time, cost effectiveness, high atom economy and good to excellent yields make the present method a distinct improvement over existing methods. Spectral (IR, 1H‐NMR,13C‐NMR, Mass) data and elemental analyses confirmed the structures of the titled products. A series of thiazolyl acridine‐1,8(2H,5H)‐diones and dihydropyrido[2,3‐d : 6,5‐d′]dipyrimidine‐2,4,6,8(1H,3H,5H,7H)‐tetraones were screened for their antimicrobial activity against four bacterial and three fungal strains.

show abstract

Metal-free chemoselective oxidation of sulfides to sulfoxides catalyzed by immobilized taurine and homotaurine in aqueous phase at room temperature

Cited by 22 publications

References 60 publications

Glycerol Acetylation over Organic-Inorganic Sulfonic or Phosphonic Silica Catalysts

Glycerol Acetylation over Organic-Inorganic Sulfonic or Phosphonic Silica Catalysts

Using taurine to increase mesopores in Ce‐based metal–organic framework for enhancing the production of 5‐hydroxymethylfurfural and 5‐ethoxymethylfurfural from fructose

Organocatalyzed Domino Synthesis of New Thiazole‐Based Decahydroacridine‐1,8‐diones and Dihydropyrido[2,3‐d : 6,5‐d′]‐ dipyrimidines in Water as Antimicrobial Agents

Contact Info

Product

Resources

About