Tunable intramolecular H-bonding promotes benzoic acid activity in polymerization: inspiration from nature

2017 ◽  
Vol 8 (41) ◽  
pp. 6398-6406 ◽  
Author(s):  
Jiaxi Xu ◽  
Kun Yang ◽  
Zhenjiang Li ◽  
Jingjing Liu ◽  
Herui Sun ◽  
...  
Keyword(s):  
Benzoic Acid ◽  
Ring Opening ◽  
Room Temperature ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Trimethylene Carbonate ◽  
Amido Group ◽  
Brönsted Acid

Intramolecular H-bonding of ortho-amido group(s) tuned benzoic acid into strong Brønsted acid active in ring-opening polymerizations of lactones and trimethylene carbonate at room temperature in solutions.

One-Step Conversion of Biomass-Derived Furanics into Aromatics by Brønsted Acid Ionic Liquids at Room Temperature

2018 ◽  
Vol 6 (2) ◽  
pp. 2541-2551 ◽  
Author(s):  
Lingli Ni ◽  
Jiayu Xin ◽  
Kun Jiang ◽  
Lu Chen ◽  
Dongxia Yan ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Room Temperature ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
One Step

Brønsted acid cocatalysis in photocatalytic intramolecular coupling of tertiary amines: efficient synthesis of 2-arylindols

2016 ◽  
Vol 14 (31) ◽  
pp. 7447-7450 ◽  
Author(s):  
Xiaoqian Yuan ◽  
Xinxin Wu ◽  
Shupeng Dong ◽  
Guibing Wu ◽  
Jinxing Ye
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Coupling Reaction ◽  
Bronsted Acid ◽  
Tertiary Amines ◽  
Brønsted Acid ◽  
Efficient Synthesis ◽  
Unsaturated Ketones ◽  
Brönsted Acid

We report herein a highly efficient intramolecular coupling reaction of tertiary amines and ketones (α,β-unsaturated ketones) by using a Brønsted acid as a cocatalyst, affording 2-arylindols in good to excellent yields (up to 92%) under visible light irradiation at room temperature.

scholarly journals The Strongest Brønsted Acid: Protonation of Alkanes by H(CHB11F11) at Room Temperature

2013 ◽  
Vol 126 (4) ◽  
pp. 1149-1152 ◽  
Author(s):  
Matthew Nava ◽  
Irina V. Stoyanova ◽  
Steven Cummings ◽  
Evgenii S. Stoyanov ◽  
Christopher A. Reed
Keyword(s):  
Room Temperature ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid

Ring-Opening Hydroarylation of Monosubstituted Cyclopropanes Enabled by Hexafluoroisopropanol

2018 ◽  
Author(s):  
Edward Richmond ◽  
Jing Yi ◽  
Vuk D. Vuković ◽  
Fatima Sajadi ◽  
Christopher Rowley ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Ring Opening ◽  
Bond Formation ◽  
Conjugate Addition ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Broad Scope ◽  
Brönsted Acid ◽  
Donor Acceptor ◽  
Addition Pathway

<div><p>Ring-opening hydroarylation of cyclopropanes is typically limited to substrates bearing a donor-acceptor motif. Here, the transformation is achieved for monosubstituted cyclopropanes by using catalytic Brønsted acid in hexafluoroisopropanol (HFIP) solvent, constituting a rare example where such cyclopropanes engage in intermolecular C–C bond formation. Branched products are obtained when electron-rich arylcyclopropanes react with a broad scope of arene nucleophiles in accord with a simple S<sub>N</sub>1-type ring-opening mechanism. In constrast, linear products are obtained when cyclopropylketones react with electron-rich arene nucleophiles. In the latter case, mechanistic experiments and DFT-calculations support a homo-conjugate addition pathway.</p></div>

scholarly journals The Strongest Brønsted Acid: Protonation of Alkanes by H(CHB11F11) at Room Temperature

2013 ◽  
Vol 53 (4) ◽  
pp. 1131-1134 ◽  
Author(s):  
Matthew Nava ◽  
Irina V. Stoyanova ◽  
Steven Cummings ◽  
Evgenii S. Stoyanov ◽  
Christopher A. Reed
Keyword(s):  
Room Temperature ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid

2,4-Dinitrobenzenesulfonic acid in an efficient Brønsted acid-catalyzed controlled/living ring-opening polymerization of ε-caprolactone

RSC Advances ◽  
2014 ◽  
Vol 4 (99) ◽  
pp. 55716-55722 ◽  
Author(s):  
Huiying Wang ◽  
Wenzhuo Wu ◽  
Zhenjiang Li ◽  
Xu Zhi ◽  
Cheng Chen ◽  
...  
Keyword(s):  
Ring Opening ◽  
Diblock Copolymers ◽  
Ring Opening Polymerization ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Acidic Catalyst ◽  
Brönsted Acid ◽  
Acid Catalyzed

2,4-Dinitrobenzenesulfonic acid as an efficient Brønsted acidic catalyst has been evaluated for the controlled/living ring-opening polymerization of ε-caprolactone end-functionalized, α,ω-dihydroxy telechelic poly(ε-caprolactone), and diblock copolymers were also synthesised successfully.

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