UV-induced radical formation and isomerization of 4-methoxyindole and 5-methoxyindole

2020 ◽  
Vol 22 (40) ◽  
pp. 22943-22955 ◽  
Author(s):  
A. J. Lopes Jesus ◽  
Mário T. S. Rosado ◽  
R. Fausto ◽  
I. Reva

UV-excitation of matrix-isolated methoxyindoles induces the N–H bond cleavage resulting in indolyl radicals. These, in turn, recombine with the released H atom to form 3H-tautomers.

2019 ◽  
Author(s):  
Yuanhong Ma ◽  
Yue Pang ◽  
jan niski ◽  
Markus Leutzsch ◽  
Josep Cornella

Herein, we report a radical borylation of aromatic amines through a homolytic C(sp2)‒N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry-OTf) thus priming the amino group for reactivity. The combination of terpyridine and a diboron reagent triggers a radical reaction which cleaves the C(sp2)‒N bond and forges a new C(sp2)‒B bond. The unique non-planar structure of the pyridinium intermediate, provides the necessary driving force for the aryl radical formation. The method permits borylation of a wide variety of aromatic amines indistinctively of the electronic environment.<br>


2021 ◽  
Vol 23 (37) ◽  
pp. 20909-20918
Author(s):  
Jarich Haitjema ◽  
Lianjia Wu ◽  
Alexandre Giuliani ◽  
Laurent Nahon ◽  
Sonia Castellanos ◽  
...  

Tin-oxo cage ions undergo Sn–C bond cleavage upon (V)UV excitation. Counterions influence further fragmentation, as they form covalent bonds to the cage.


2019 ◽  
Author(s):  
Yuanhong Ma ◽  
Yue Pang ◽  
jan niski ◽  
Markus Leutzsch ◽  
Josep Cornella

Herein, we report a radical borylation of aromatic amines through a homolytic C(sp2)‒N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry-OTf) thus priming the amino group for reactivity. The combination of terpyridine and a diboron reagent triggers a radical reaction which cleaves the C(sp2)‒N bond and forges a new C(sp2)‒B bond. The unique non-planar structure of the pyridinium intermediate, provides the necessary driving force for the aryl radical formation. The method permits borylation of a wide variety of aromatic amines indistinctively of the electronic environment.<br>


2020 ◽  
Vol 56 (77) ◽  
pp. 11402-11405
Author(s):  
Bastian Rösch ◽  
Thomas Xaver Gentner ◽  
Jonathan Eyselein ◽  
Alexander Friedrich ◽  
Jens Langer ◽  
...  

Increasing the steric pressure in a low-valent β-diketiminate Mg(i) did not lead to radical formation but gave Mg–N bond cleavage and formation of an asymmetrically substituted Mg–Mg complex.


2016 ◽  
Vol 129 (2) ◽  
pp. 602-605 ◽  
Author(s):  
Huai-Bo Zhao ◽  
Zhong-Wei Hou ◽  
Zhan-Jiang Liu ◽  
Ze-Feng Zhou ◽  
Jinshuai Song ◽  
...  

2016 ◽  
Vol 56 (2) ◽  
pp. 587-590 ◽  
Author(s):  
Huai-Bo Zhao ◽  
Zhong-Wei Hou ◽  
Zhan-Jiang Liu ◽  
Ze-Feng Zhou ◽  
Jinshuai Song ◽  
...  

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