Fluorine Substitution Enhances the Reactivity of Substituted Phenyl Radicals toward Organic Hydrogen Atom Donors

1996 ◽  
Vol 118 (21) ◽  
pp. 5056-5061 ◽  
Author(s):  
Ruomei Li ◽  
Rebecca L. Smith ◽  
Hilkka I. Kenttämaa
Keyword(s):  
Hydrogen Atom ◽  
Phenyl Radicals ◽  
Fluorine Substitution

Probing Mechanisms of Aryl–Aryl Bond Cleavages under Flash Vacuum Pyrolysis Conditions

2014 ◽  
Vol 67 (9) ◽  
pp. 1279 ◽  
Author(s):  
Edward A. Jackson ◽  
Xiang Xue ◽  
Hee Yeon Cho ◽  
Lawrence T. Scott
Keyword(s):  
Hydrogen Atom ◽  
Carbon Atom ◽  
Bond Cleavage ◽  
Experimental Results ◽  
Phenyl Radicals ◽  
Flash Vacuum Pyrolysis ◽  
Vacuum Pyrolysis ◽  
Competing Pathways

Several biaryls have been subjected to flash vacuum pyrolysis (FVP) at 1100°C and 0.8–0.9 hPa. Product compositions are reported for the FVP of 9-phenylanthracene (1), 2-bromobiphenyl (5), biphenyl (8), 1,10-diphenylanthracene (12), 9-(2-naphthyl)anthracene (17), and 9,9′-bianthracenyl (20). The experimental results have been used to evaluate four possible mechanistic pathways for the cleavage of aryl–aryl bonds under these conditions: (1) the ‘explosion’ of substituted phenyl radicals; (2) hydrogen atom attachment to an ipso-carbon atom of the biaryl followed by C–C bond cleavage; (3) direct homolysis; and (4) loss of a fragment as an aryne. None of these mechanisms by itself successfully accommodates all of the experimental facts. The data suggest that aryl–aryl bond cleavages under FVP conditions involve at least two different mechanistic pathways and that the relative contributions of the competing pathways probably vary from one biaryl to the next.

Hydrogen atom abstraction and addition reactions of charged phenyl radicals with aromatic substrates in the gas phase

2001 ◽  
Vol 210-211 ◽  
pp. 511-520 ◽  
Author(s):  
Luis E. Ramı́rez-Arizmendi ◽  
Leo Guler ◽  
Joseph J. Ferra ◽  
Kami K. Thoen ◽  
Hilkka I. Kenttämaa
Keyword(s):  
Hydrogen Atom ◽  
Gas Phase ◽  
Hydrogen Atom Abstraction ◽  
Addition Reactions ◽  
Phenyl Radicals ◽  
Aromatic Substrates

The Selectivity of Charged Phenyl Radicals in Hydrogen Atom Abstraction Reactions with Isopropanol

2008 ◽  
Vol 112 (40) ◽  
pp. 9708-9715 ◽  
Author(s):  
Linhong Jing ◽  
Leonard P. Guler ◽  
George Pates ◽  
Hilkka I. Kenttämaa
Keyword(s):  
Hydrogen Atom ◽  
Hydrogen Atom Abstraction ◽  
Phenyl Radicals

Measurement of the Lamb shift in the hydrogen atom

1982 ◽  
Vol 138 (10) ◽  
pp. 347 ◽  
Author(s):  
Yurii L. Sokolov ◽  
V.P. Yakovlev
Keyword(s):  
Hydrogen Atom ◽  
Lamb Shift
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