Initial photooxidation mechanism leading to reactive radical formation of polythiophene derivatives

2014 ◽  
Vol 47 (1) ◽  
pp. 26-30 ◽  
Author(s):  
Yoshinori Aoyama ◽  
Toshihiro Yamanari ◽  
Takurou N Murakami ◽  
Tatsuya Nagamori ◽  
Kazuhiro Marumoto ◽  
...  
2019 ◽  
Author(s):  
Łukasz Ciszewski ◽  
Jakub Durka ◽  
Dorota Gryko

This article describes direct photoalkylation of electron-rich aromatic compounds with diazo compoiunds. C-2 alkylated indoles and pyrroles are obtained with good yields even though the photocatalyst (Ru(bpy)3Cl2) loading is as low as 0.075 mol %. For substrates bearing electron-withdrawing substituents the addition of a catalytic amount of N,N-dimethyl-4-methoxyaniline is required. Both EWG-EWG and EWG-EDG substituted diazo esters are suitable as alkylating agents. The reaction selectivity and mechanistic experiments suggest that carbenes/carbenoid intermediates are not involved in the reaction pathway, instead radical formation is proposed.


2019 ◽  
Author(s):  
Benjamin Lipp ◽  
Lisa Marie Kammer ◽  
Murat Kucukdisli ◽  
Adriana Luque ◽  
Jonas Kühlborn ◽  
...  

Simultaneous sulfonylation/arylation of styrene derivatives is achieved in a photoredox-catalyzed three-component reaction using visible light. A broad variety of difunctionalized products is accessible in mostly excellent yields and high diastereoselectivity. The developed reaction is scalable and suitable for the modification of styrene-functionalized biomolecules. Mechanistic investigations suggest the transformation to be operating through a designed sequence of radical formation and radical combination.<br>


1990 ◽  
Vol 277 (2) ◽  
pp. 402-409 ◽  
Author(s):  
Kirk R. Maples ◽  
Christopher H. Kennedy ◽  
Sandra J. Jordan ◽  
Ronald P. Mason

1988 ◽  
Vol 263 (23) ◽  
pp. 11296-11301 ◽  
Author(s):  
P K Wong ◽  
J L Poyer ◽  
C M DuBose ◽  
R A Floyd

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