Efficient and Clean Synthesis of N‐Alkyl Carbamates by Transcarboxylation and O‐Alkylation Coupled Reactions Using a DBU—CO<sub>2</sub> Zwitterionic Carbamic Complex in Aprotic Polar Media.

Pérez, Eliseo García; Silva, Michele Odnicki da; Costa, Vanessa C.; Rodrigues‐Filho, Ubirajara Pereira; Franco, Douglas Wagner

doi:10.1002/chin.200235072

Cited by 2 publications

(2 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The new peak at 1057 cm −1 after the sample adsorbance of CO 2 can be assigned to the interaction of amine groups of organic templates with CO 2 to form carbonate species. 39,40 The result shows that the material could adsorb and interact with CO 2 due to the existence of basic sites.…”

Section: Resultsmentioning

confidence: 96%

Mesoporous Titanium-Silicalite Zeolite Containing Organic Templates as a Bifunctional Catalyst for Cycloaddition of CO₂ and Epoxides

Liú

Liu

et al. 2018

ACS Appl. Mater. Interfaces

View full text Add to dashboard Cite

Mesoporous TS-1 (MTS-1) containing organic templates tetrapropylammonium hydroxide (TPAOH) and polydiallyldimethylammonium chloride is synthesized and treated with different concentrations of hydrochloric acid aqueous solution. The as-synthesized MTS-1 are characterized using X-ray diffraction, Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy, transmission electron microscopy, UV-vis, C cross-polarization/magic angle spinning (CP/MAS) NMR, thermogravimetry analysis, CO-temperature-programmed desorption (TPD), N adsorption-desorption, X-ray fluorescence, and elemental analysis. The results of C CP/MAS NMR show that the structures of organic templates are retained after acid washing treatment. Not required to be removed by calcination, the organic templates embedded in MTS-1 can take the role of basic sites and activate carbon dioxide (CO), which is confirmed by FT-IR. Moreover, the amount of acid sites and basic sites in the samples before and after acid treatment is characterized by modified Hammett indicator method and CO-TPD, respectively. The results show that both the acidity and the basicity in the material are improved after acid washing. Thus, the sample after acid treatment contains two active sites: basic sites stemming from organic species and acid sites coming from framework Ti, which is beneficial to be used as a bifunctional catalyst in the cycloaddition reaction of CO and epoxides. It is highly active in the cycloaddition reaction, in which the conversion of epichlorohydrin (ECH) could reach 97.8% and the selectivity of cyclic carbonate is 98.0% under 1.6 MPa at 393 K for 6 h when acetonitrile is used as a solvent. Moreover, the kinetics of the cycloaddition reaction are studied using ECH as a substrate by varying the reaction parameters. More importantly, the organic-inorganic hybrid catalyst is reusable and stable against leaching of organic species in the cycloaddition reaction.

show abstract

Section: Resultsmentioning

confidence: 96%

Mesoporous Titanium-Silicalite Zeolite Containing Organic Templates as a Bifunctional Catalyst for Cycloaddition of CO₂ and Epoxides

Liú

Liu

et al. 2018

ACS Appl. Mater. Interfaces

View full text Add to dashboard Cite

show abstract

“…Some of the most efficient organocatalysts reported in the literature for the synthesis of cyclic carbonates are based on DBU, [32][33][34][35][36][37][38][39][40][41][42][43] since it is able to activate CO2 to afford a catalytically active zwitterionic carbamate species 44 and favours the ring expansion of epoxides. 45 There are two different approaches to developing catalytic DBU derivatives. In the first case DBU is combined with a separate epoxide activator (e.g., via hydrogen bond or acid-base Lewis interaction) in a binary system.…”

Section: Introductionmentioning

confidence: 99%

Rational Study of DBU Salts for the CO₂ Insertion into Epoxides for the Synthesis of Cyclic Carbonates

Fanjul-Mosteirín

Jehanno

Ruipérez

et al. 2019

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

Where a licence is displayed above, please note the terms and conditions of the licence govern your use of this document. When citing, please reference the published version. Take down policy While the University of Birmingham exercises care and attention in making items available there are rare occasions when an item has been uploaded in error or has been deemed to be commercially or otherwise sensitive.

show abstract

Efficient and Clean Synthesis of N‐Alkyl Carbamates by Transcarboxylation and O‐Alkylation Coupled Reactions Using a DBU—CO₂ Zwitterionic Carbamic Complex in Aprotic Polar Media.

Abstract: For Abstract see ChemInform Abstract in Full Text.

Cited by 2 publications

References 1 publication

Mesoporous Titanium-Silicalite Zeolite Containing Organic Templates as a Bifunctional Catalyst for Cycloaddition of CO₂ and Epoxides

Mesoporous Titanium-Silicalite Zeolite Containing Organic Templates as a Bifunctional Catalyst for Cycloaddition of CO₂ and Epoxides

Rational Study of DBU Salts for the CO₂ Insertion into Epoxides for the Synthesis of Cyclic Carbonates

Contact Info

Product

Resources

About

Efficient and Clean Synthesis of N‐Alkyl Carbamates by Transcarboxylation and O‐Alkylation Coupled Reactions Using a DBU—CO2 Zwitterionic Carbamic Complex in Aprotic Polar Media.

Abstract: For Abstract see ChemInform Abstract in Full Text.

Cited by 2 publications

References 1 publication

Mesoporous Titanium-Silicalite Zeolite Containing Organic Templates as a Bifunctional Catalyst for Cycloaddition of CO2 and Epoxides

Mesoporous Titanium-Silicalite Zeolite Containing Organic Templates as a Bifunctional Catalyst for Cycloaddition of CO2 and Epoxides

Rational Study of DBU Salts for the CO2 Insertion into Epoxides for the Synthesis of Cyclic Carbonates

Contact Info

Product

Resources

About

Efficient and Clean Synthesis of N‐Alkyl Carbamates by Transcarboxylation and O‐Alkylation Coupled Reactions Using a DBU—CO₂ Zwitterionic Carbamic Complex in Aprotic Polar Media.

Mesoporous Titanium-Silicalite Zeolite Containing Organic Templates as a Bifunctional Catalyst for Cycloaddition of CO₂ and Epoxides

Mesoporous Titanium-Silicalite Zeolite Containing Organic Templates as a Bifunctional Catalyst for Cycloaddition of CO₂ and Epoxides

Rational Study of DBU Salts for the CO₂ Insertion into Epoxides for the Synthesis of Cyclic Carbonates