13326-10-8Relevant academic research and scientific papers
Indium-catalyzed reaction for the synthesis of carbamates and carbonates: selective protection of amino groups
Kim, Joong-Gon,Jang, Doo Ok
, p. 2688 - 2692 (2009)
We developed a simple, efficient, and selective method for preparing organic carbamates and carbonates using a catalytic amount of indium. A wide range of carbamates and carbonates were synthesized in high yields. The method is also applicable to the selective protection of amino groups under mild conditions.
Efficient catalysts of zeolite nanocrystals grown with a preferred orientation on nanofibers
Ke, Xuebin,Zhang, Xingguang,Liu, Hongwei,Xue, Song,Zhu, Huaiyong
, p. 9866 - 9868 (2013)
An innovative structure - nanozeolites (as shell) grown with preferred orientation on ceramic nanofibers (as core) - was proposed. The Y-zeolite nanocrystals on TiO2 nanofibers exhibited superior ability to catalyze acetalization and carboxylation reactions, achieving high conversions to desired products with a selectivity of 100% under moderate conditions.
A safe and mild synthesis of organic carbonates from alkyl halides and tetrabutylammonium alkyl carbonates
Verdecchia, Mirella,Feroci, Marta,Palombi, Laura,Rossi, Leucio
, p. 8287 - 8289 (2002)
A safe and mild procedure for the synthesis of mixed organic carbonates is described. Reaction of commercially available tetrabutylammonium methoxide and ethoxide with carbon dioxide yields the corresponding methyl and ethyl tetrabutylammonium carbonates (TBAMC and TBAEC). The reactions of these new compounds with several different alkyl halides give methyl and ethyl carbonates in high yields. The use of classic toxic and harmful chemicals such as phosgene and carbon monoxide is avoided.
CO2 promoted synthesis of unsymmetrical organic carbonate using switchable agents based on DBU and alcohols
Gu, Qingwen,Fang, Jian,Xu, Zichen,Ni, Wenxiu,Kong, Kang,Hou, Zhenshan
, p. 13054 - 13064 (2018)
1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) is an effective nucleophilic catalyst for the transesterification of dimethyl carbonate (DMC) with various alcohols and amines, which afforded unsymmetrical organic carbonate and carbamate. It was observed that the transesterification was accelerated under pressurized CO2 in this work. The activity is very high and the best result (89% conversion with 98% selectivity to unsymmetrical carbonate) was obtained for the DBU/alcohol/DMC/CO2 system. The addition of CO2 to DBU/ethanol generated the DBU cation salt, [DBUH][OCOOCH2CH3], which dissociated more favorably under increasing reaction temperature even under pressurized CO2. The salt could also help to activate DMC by H-bond interaction. The reaction system can be extended easily for the catalytic synthesis of carbamates from amines and DMC. After the reaction, the salt was separated from the reaction mixture and DBU can be recovered by the feasible thermal decomposition, offering a straightforward strategy for the recycling of DBU. On the basis of these results, a plausible mechanism involving the role of both DBU and CO2 has been proposed.
Investigation of dialkyltin compounds as catalysts for the synthesis of dialkyl carbonates from alkyl carbamates
Suciu, Elena N.,Kuhlmann, Barbara,A. Knudsen, George,Michaelson, Robert C.
, p. 41 - 54 (1998)
New syntheses for dibutyldimethoxytin, dibutyldiisocyanatotin and 1,1,3,3-tetrabutyl-1,3-diisocyanatodistannoxane as well as the novel compounds dibutylisocyanatomethoxytin and 1,1,3,3-tetrabutyl-1-methoxy-3-isocyanatodistannoxane are described. These com
Synthesis of Carbonate Esters by Carboxymethylation Using NaAlO2 as a Highly Active Heterogeneous Catalyst
Ramesh, Sreerangappa,Indukuri, Kiran,Riant, Olivier,Debecker, Damien P.
, p. 1846 - 1851 (2018)
Sodium aluminate is presented as a highly active heterogeneous catalyst that is able to convert a range of alcohols into the corresponding unsymmetrical carbonate esters by reaction with dimethyl carbonate. Preparing NaAlO2 via spray drying boosts the basic properties and the activity of the catalyst.
TBD catalysis with dimethyl carbonate: A fruitful and sustainable alliance
Mutlu, Hatice,Ruiz, Johal,Solleder, Susanne C.,Meier, Michael A. R.
, p. 1728 - 1735 (2012)
This work presents the synthesis of unsymmetric and symmetric organic carbonates as well as the synthesis of polycarbonates in an efficient and sustainable approach. All reactions were carried out at atmospheric pressure at 80°C and the use of classic toxic and harmful chemicals, such as phosgene and carbon monoxide, was avoided. The key finding of this manuscript is that the use of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, TBD, an organocatalyst, in combination with dimethyl carbonate (DMC), a non-toxic and renewable starting material, allows the synthesis of the mentioned unsymmetric carbonates in yields of up to 98% under optimized conditions. The structure of the alcohols used for this approach was found to influence the DMC-ROH ratio required to maximize the yield of the desired structure. Finally, the results obtained for the synthesis of low molecular weight building blocks could be transferred to the catalytic synthesis of high molecular weight polycarbonates. The Royal Society of Chemistry.
MnCO3-Catalyzed Transesterification of Alcohols with Dimethyl Carbonate Under Mild Conditions
Bi, Xiuru,Yao, Nan,Meng, Xu,Gou, Mingxia,Zhao, Peiqing
, p. 454 - 462 (2020/07/16)
Abstract: Dimethyl carbonate (DMC) is a valuable green reagent with versatile and tunable chemical reactivity and can be used as a raw material for transesterification of alcohols. Herein, MnCO3 was found to be an efficient heterogeneous cataly
Discovery and Design of Family VIII Carboxylesterases as Highly Efficient Acyltransferases
Müller, Henrik,Godehard, Simon P.,Palm, Gottfried J.,Berndt, Leona,Badenhorst, Christoffel P. S.,Becker, Ann-Kristin,Lammers, Michael,Bornscheuer, Uwe T.
supporting information, p. 2013 - 2017 (2020/11/30)
Promiscuous acyltransferase activity is the ability of certain hydrolases to preferentially catalyze acyl transfer over hydrolysis, even in bulk water. However, poor enantioselectivity, low transfer efficiency, significant product hydrolysis, and limited substrate scope represent considerable drawbacks for their application. By activity-based screening of several hydrolases, we identified the family VIII carboxylesterase, EstCE1, as an unprecedentedly efficient acyltransferase. EstCE1 catalyzes the irreversible amidation and carbamoylation of amines in water, which enabled the synthesis of the drug moclobemide from methyl 4-chlorobenzoate and 4-(2-aminoethyl)morpholine (ca. 20 % conversion). We solved the crystal structure of EstCE1 and detailed structure–function analysis revealed a three-amino acid motif important for promiscuous acyltransferase activity. Introducing this motif into an esterase without acetyltransferase activity transformed a “hydrolase” into an “acyltransferase”.
Light-induced synthesis of unsymmetrical organic carbonates from alcohols, methanol and CO2under ambient conditions
Deka, Ramesh Chandra,Gour, Nand Kishor,Jain, Suman L.,Khan, Shafiur Rehman,Saini, Sandhya
supporting information, p. 12800 - 12803 (2021/12/13)
The present work describes the first visible light-assisted, metal-free and organic base 1,1,3,3-tetramethyl guanidine (TMG) mediated synthesis of unsymmetrical methyl aryl/alkyl carbonates from the reaction of alcohols, methanol, and CO2 in high to excel
