Hydrogen-atom transfer reaction from triplet 2-naphthylammonium ion to ground-state aromatic ketones

1983 ◽  
Vol 101 (6) ◽  
pp. 598-602 ◽  
Author(s):  
Haruo Shizuka ◽  
Masaru Fukushima
2019 ◽  
Author(s):  
Melanie Short ◽  
Mina Shehata ◽  
Matthew Sanders ◽  
Jennifer Roizen

Sulfamides guide intermolecular chlorine transfer to gamma-C(sp<sup>3</sup>) centers. This unusual position-selectivity arises because accessed sulfamidyl radical intermediates engage in otherwise rare 1,6-hydrogen-atom transfer processes. The disclosed chlorine-transfer reaction relies on a light-initiated radical chain-propagation mechanism to oxidize C(sp<sup>3</sup>)-H bonds.


2019 ◽  
Author(s):  
Melanie Short ◽  
Mina Shehata ◽  
Matthew Sanders ◽  
Jennifer Roizen

Sulfamides guide intermolecular chlorine transfer to gamma-C(sp<sup>3</sup>) centers. This unusual position-selectivity arises because accessed sulfamidyl radical intermediates engage in otherwise rare 1,6-hydrogen-atom transfer processes. The disclosed chlorine-transfer reaction relies on a light-initiated radical chain-propagation mechanism to oxidize C(sp<sup>3</sup>)-H bonds.


2007 ◽  
Vol 48 (36) ◽  
pp. 6384-6388 ◽  
Author(s):  
Cosme G. Francisco ◽  
Antonio J. Herrera ◽  
Ángeles Martín ◽  
Inés Pérez-Martín ◽  
Ernesto Suárez

2009 ◽  
Vol 131 (12) ◽  
pp. 4335-4345 ◽  
Author(s):  
Elizabeth A. Mader ◽  
Virginia W. Manner ◽  
Todd F. Markle ◽  
Adam Wu ◽  
James A. Franz ◽  
...  

Synlett ◽  
2019 ◽  
Vol 30 (07) ◽  
pp. 803-808 ◽  
Author(s):  
Carlotta Raviola ◽  
Davide Ravelli

The C–H to C–C conversion in aliphatic oxygen heterocycles (dioxolanes, 1,3-dioxane, or cyclic carbonates) by photocatalytic hydrogen atom transfer and subsequent trapping of the resulting radical with phenyl vinyl sulfone was investigated. The performance of three different photocatalysts, namely tetrabutylammonium decatungstate and the aromatic ketones thioxanthone and 9-fluorenone, was compared. The UV-light-absorbing decatungstate anion is more efficient and permits the use of a smaller excess of hydrogen donor than the aromatic ketones, although the ketones could be excited by visible light. Further intramolecular selectivity studies revealed that aromatic ketones afforded a higher proportion of functionalization at the acetalic versus the ethereal positions than did the decatungstate anion.


2013 ◽  
Vol 117 (49) ◽  
pp. 15386-15394 ◽  
Author(s):  
Nuwan De Silva ◽  
Noriyuki Minezawa ◽  
Mark S. Gordon

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