Manipulating Excited State Reactivity and Selectivity Through Hydrogen Bonding – From Solid-State Reactivity to BrØnsted Acid Photocatalysis

2022 ◽  
Author(s):  
Sruthy Baburaj ◽  
Lakshmy Kannadi Valloli ◽  
Jayachandran Parthiban ◽  
Dipti Garg ◽  
Jayaraman Sivaguru

Hydrogen bonding mediated control of photochemical reaction is highlighted with an eye towards the development of BrØnsted Acid mediated photocatalysis.

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

2010 ◽  
Vol 114 (36) ◽  
pp. 15464-15472 ◽  
Author(s):  
Ningdong Feng ◽  
Anmin Zheng ◽  
Shing-Jong Huang ◽  
Hailu Zhang ◽  
Ningya Yu ◽  
...  

2020 ◽  
Vol 68 (11) ◽  
pp. 1104-1108
Author(s):  
Mai Yanagawa ◽  
Mayu Kobayashi ◽  
Mitsuru Ikeda ◽  
Shingo Harada ◽  
Tetsuhiro Nemoto

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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