Nucleophilic Ring Opening of Cyclopropane Hemimalonates Using Internal Brønsted Acid Activation

2011 ◽  
Vol 13 (16) ◽  
pp. 4180-4183 ◽  
Author(s):  
Michael R. Emmett ◽  
Michael A. Kerr
Keyword(s):  
Ring Opening ◽  
Acid Activation ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Nucleophilic Ring Opening

Direct Asymmetric Hydrosilylation of Indoles: Combined Lewis Base and Brønsted Acid Activation

2011 ◽  
Vol 123 (45) ◽  
pp. 10849-10852 ◽  
Author(s):  
You-Cai Xiao ◽  
Chao Wang ◽  
Yuan Yao ◽  
Jian Sun ◽  
Ying-Chun Chen
Keyword(s):  
Lewis Base ◽  
Acid Activation ◽  
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>

Brønsted Acid Activation of the Imine

2011 ◽  
pp. 1
Author(s):  
V. K. Aggarwal ◽  
E. M. McGarrigle ◽  
M. A. Shaw
Keyword(s):  
Acid Activation ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid

Direct Asymmetric Hydrosilylation of Indoles: Combined Lewis Base and Brønsted Acid Activation

2011 ◽  
Vol 50 (45) ◽  
pp. 10661-10664 ◽  
Author(s):  
You-Cai Xiao ◽  
Chao Wang ◽  
Yuan Yao ◽  
Jian Sun ◽  
Ying-Chun Chen
Keyword(s):  
Lewis Base ◽  
Acid Activation ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid

Catalytic Asymmetric Cycloaddition of In Situ-Generated ortho -Quinone Methides and Azlactones by a Triple Brønsted Acid Activation Strategy

2016 ◽  
Vol 22 (20) ◽  
pp. 6774-6778 ◽  
Author(s):  
Xiao-Ye Yu ◽  
Jia-Rong Chen ◽  
Qiang Wei ◽  
Hong-Gang Cheng ◽  
Zhi-Cheng Liu ◽  
...  
Keyword(s):  
Acid Activation ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Quinone Methides ◽  
Brönsted Acid ◽  
Catalytic Asymmetric

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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