scholarly journals Computational Study on the Synergic Effect of Brønsted Acid and Hydrogen-Bonding Catalysis for the Dearomatization Reaction of Phenols with Diazo Functionality

2020 ◽  
Vol 68 (11) ◽  
pp. 1104-1108
Author(s):  
Mai Yanagawa ◽  
Mayu Kobayashi ◽  
Mitsuru Ikeda ◽  
Shingo Harada ◽  
Tetsuhiro Nemoto
RSC Advances ◽  
2015 ◽  
Vol 5 (35) ◽  
pp. 27805-27813 ◽  
Author(s):  
Yan Yang ◽  
Wentao Liu ◽  
Ningning Wang ◽  
Haijun Wang ◽  
Zhanxin Song ◽  
...  

An investigation of the effect of solvent and Brønsted acid on the mechanism of 5-hydroxymethylfurfural preparation from glucose over CrCl3by experimental and computational study.


2021 ◽  
Author(s):  
Matej Žabka ◽  
Ruth M. Gschwind

In ion pairing catalysis, the structures of advanced intermediates are often not accessible. Here, we present a combined experimental and computational study of ternary complexes in Brønsted acid catalysis, which show unexpected H-bond switching.


2011 ◽  
Vol 50 (28) ◽  
pp. 6364-6369 ◽  
Author(s):  
Matthias Fleischmann ◽  
Diana Drettwan ◽  
Erli Sugiono ◽  
Magnus Rueping ◽  
Ruth M. Gschwind

Synthesis ◽  
2017 ◽  
Vol 50 (06) ◽  
pp. 1307-1314 ◽  
Author(s):  
Guang-Jian Mei ◽  
Zheng Cao ◽  
Gui-Xiang Zhou ◽  
Chun Ma ◽  
Kang Jiang

An efficient domino 1,6-addition/intramolecular cyclization reaction between para-quinone methides (p-QMs) and azlactones under Brønsted acid catalysis was established. A series of highly functionalized dihydrocoumarins were constructed in good to excellent yields (up to 96%) with excellent diastereoselectivities (all >20:1 d.r.). In this process, the Brønsted acid plays a crucial role not only in activating the two substrates, but also in controlling the diastereoselectivity of the reaction via hydrogen-bonding interactions. In addition, this protocol demonstrates the great practicability of utilizing p-QMs in domino reactions.


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