Kinetics and adsorption on acid catalysts. III. Structure effects in reesterification of esters with alcohols

1972 ◽  
Vol 37 (7) ◽  
pp. 2265-2268 ◽  
Author(s):  
L. Beránek ◽  
K. Setínek ◽  
M. Kraus
Keyword(s):  
Acid Catalysts

Urea-Catalyzed Functionalization of Unactivated C–H Bonds

2020 ◽  
Author(s):  
Alex L. Bagdasarian ◽  
Stasik Popov ◽  
Benjamin Wigman ◽  
Wenjing Wei ◽  
woojin lee ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Organic Synthesis ◽  
High Energy ◽  
Acid Catalysts ◽  
Potential Utility ◽  
New Paradigm ◽  
Lewis Acid Catalysts ◽  
Reaction Conditions ◽  
Highly Active ◽  
Acidic Nature

Herein we report the 3,5bistrifluoromethylphenyl urea-catalyzed functionalization of unactivated C–H bonds. In this system, the urea catalyst mediates the formation of high-energy vinyl carbocations that undergo facile C–H insertion and Friedel–Crafts reactions. We introduce a new paradigm for these privileged scaffolds where the combination of hydrogen bonding motifs and strong bases affords highly active Lewis acid catalysts capable of ionizing strong C–O bonds. Despite the highly Lewis acidic nature of these catalysts that enables triflate abstraction from sp<sup>2</sup> carbons, these newly found reaction conditions allow for the formation of heterocycles and tolerate highly Lewis basic heteroaromatic substrates. This strategy showcases the potential utility of dicoordinated vinyl carbocations in organic synthesis.<br>

Urea-Catalyzed Functionalization of Unactivated C–H Bonds

2020 ◽  
Author(s):  
Alex L. Bagdasarian ◽  
Stasik Popov ◽  
Benjamin Wigman ◽  
Wenjing Wei ◽  
woojin lee ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Organic Synthesis ◽  
High Energy ◽  
Acid Catalysts ◽  
Potential Utility ◽  
New Paradigm ◽  
Lewis Acid Catalysts ◽  
Reaction Conditions ◽  
Highly Active ◽  
Acidic Nature

Herein we report the 3,5bistrifluoromethylphenyl urea-catalyzed functionalization of unactivated C–H bonds. In this system, the urea catalyst mediates the formation of high-energy vinyl carbocations that undergo facile C–H insertion and Friedel–Crafts reactions. We introduce a new paradigm for these privileged scaffolds where the combination of hydrogen bonding motifs and strong bases affords highly active Lewis acid catalysts capable of ionizing strong C–O bonds. Despite the highly Lewis acidic nature of these catalysts that enables triflate abstraction from sp<sup>2</sup> carbons, these newly found reaction conditions allow for the formation of heterocycles and tolerate highly Lewis basic heteroaromatic substrates. This strategy showcases the potential utility of dicoordinated vinyl carbocations in organic synthesis.<br>

Arylboronic Acid-Catalyzed C-Allylation of Unprotected Oximes

2019 ◽  
Author(s):  
Juha Siitonen ◽  
Padmanabha V. Kattamuri ◽  
Muhammed Yousufuddin ◽  
Laszlo Kurti
Keyword(s):  
Total Synthesis ◽  
Acid Catalysts ◽  
Mechanistic Studies ◽  
Arylboronic Acid ◽  
Synthetic Utility ◽  
Acid Catalyzed

Unprotected keto- and aldoximes are readily <i>C</i>-allylated with allyl diisopropyl boronate in the presence of arylboronic acid catalysts to yield highly-substituted <i>N</i>-alpha-secondary (2°) and tertiary (3°) hydroxylamines. The method’s synthetic utility is demonstrated with the total synthesis of the trace alkaloid <i>N</i>-methyl-euphococcine. Preliminary experimental and computational mechanistic studies point toward the formation of a boroxine as the active allylating species.<br>

Role of Zeolites and Zeotypes in Green Chemistry

2020 ◽  
Vol 07 ◽  
Author(s):  
Jyotsna S. Meshram ◽  
Devendra S. Raghuvanshi
Keyword(s):  
Green Chemistry ◽  
Industrial Process ◽  
Environmental Issues ◽  
Synthetic Methods ◽  
Acid Catalysts ◽  
Chemical Waste ◽  
Specific Morphology

Abstract:: Now days, it is of utmost important to design synthetic methods; which can be utilized for the generation of substances that will minimize toxicity to health of human and the environment. The utilization of acid catalysts generates lots of corrosive and harmful wastes which has to be treated with appropriate alkalis. Hence, it generates lots of sludge and alarms environmental issues of its storage and disposal. Zeolites and Zeotypes; by virtue of their peculiar properties; such as specific morphology, porosity and residing acidity; attracting enormous attention as they replaces harmful acid catalysts efficiently and also reduces chemical waste in industrial process; Hence emerged as new plethora in the field of “Green Chemistry”.

Preparation of Strong Acid Catalysts by Sulfate Treatment of Calcined Boehmite

1992 ◽  
Vol 57 (11) ◽  
pp. 2241-2247 ◽  
Author(s):  
Tomáš Hochmann ◽  
Karel Setínek
Keyword(s):  
Catalytic Activity ◽  
Surface Area ◽  
Aluminum Sulfate ◽  
Solid Acid ◽  
Strong Acid ◽  
Acid Strength ◽  
Solid Acid Catalysts ◽  
Acid Catalysts ◽  
Preparation Methods ◽  
Indicator Method

Solid acid catalysts with acid strength of -14.52 < H0 < -8.2 were prepared by sulfate treatment of the samples of boehmite calcined at 105-800 °C. Two preparation methods were used: impregnation of the calcined boehmite with 3.5 M H2SO4 or mixing of the boehmite samples with anhydrous aluminum sulfate, in both cases followed by calcination in nitrogen at 650 °C. The catalysts were characterized by measurements of surface area, adsorption of pyridine and benzene, acid strength measurements by the indicator method and by catalytic activity tests in the isomerization of cyclohexene, p-xylene and n-hexane. Properties of the catalysts prepared by both methods were comparable.

Divergent synthesis of CF3-substituted polycyclic skeletons based on control of activation site of acid catalysts

2018 ◽  
Vol 54 (50) ◽  
pp. 6927-6930 ◽  
Author(s):  
Kazuma Yokoo ◽  
Keiji Mori
Keyword(s):  
Acid Catalysts ◽  
Precise Control ◽  
Selection Of ◽  
Activation Site

We report a divergent synthesis of CF3-substituted fused skeletons based on precise control of the activation site through the selection of acid catalysts.

scholarly journals Pretreatment of Switchgrass for Production of Glucose via Sulfonic Acid-Impregnated Activated Carbon

Processes ◽  
2021 ◽  
Vol 9 (3) ◽  
pp. 504
Author(s):  
Yane Ansanay ◽  
Praveen Kolar ◽  
Ratna Sharma-Shivappa ◽  
Jay Cheng ◽  
Consuelo Arellano
Keyword(s):  
Activated Carbon ◽  
Sulfonic Acid ◽  
Solid Acid ◽  
Methanesulfonic Acid ◽  
Biofuel Production ◽  
Acid Catalysts ◽  
Effects Of Temperature ◽  
Carbon Catalysts ◽  
Hydrolysis Of

In the present research, activated carbon-supported sulfonic acid catalysts were synthesized and tested as pretreatment agents for the conversion of switchgrass into glucose. The catalysts were synthesized by reacting sulfuric acid, methanesulfonic acid, and p-toluenesulfonic acid with activated carbon. The characterization of catalysts suggested an increase in surface acidities, while surface area and pore volumes decreased because of sulfonation. Batch experiments were performed in 125 mL serum bottles to investigate the effects of temperature (30, 60, and 90 °C), reaction time (90 and 120 min) on the yields of glucose. Enzymatic hydrolysis of pretreated switchgrass using Ctec2 yielded up to 57.13% glucose. Durability tests indicated that sulfonic solid-impregnated carbon catalysts were able to maintain activity even after three cycles. From the results obtained, the solid acid catalysts appear to serve as effective pretreatment agents and can potentially reduce the use of conventional liquid acids and bases in biomass-into-biofuel production.

scholarly journals Design of Iridium N-Heterocyclic Carbene Amino Acid Catalysts for Asymmetric Transfer Hydrogenation of Aryl Ketones

Catalysts ◽  
2021 ◽  
Vol 11 (6) ◽  
pp. 671
Author(s):  
Chad M. Bernier ◽  
Joseph S. Merola
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Enantiomeric Excess ◽  
Transfer Hydrogenation ◽  
Acid Catalysts ◽  
Asymmetric Transfer Hydrogenation ◽  
Reaction Conditions ◽  
Chiral Complexes ◽  
Acetophenone Derivatives ◽  
Aryl Ketones

A series of chiral complexes of the form Ir(NHC)2(aa)(H)(X) (NHC = N-heterocyclic carbene, aa = chelated amino acid, X = halide) was synthesized by oxidative addition of -amino acids to iridium(I) bis-NHC compounds and screened for asymmetric transfer hydrogenation of ketones. Following optimization of the reaction conditions, NHC, and amino acid ligands, high enantioselectivity was achieved when employing the Ir(IMe)2(l-Pro)(H)(I) catalyst (IMe = 1,3-dimethylimidazol-2-ylidene), which asymmetrically reduces a range of acetophenone derivatives in up to 95% enantiomeric excess.

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