scholarly journals Phenyl radical + propene: a prototypical reaction surface for aromatic-catalyzed 1,2-hydrogen-migration and subsequent resonance-stabilized radical formation

2018 ◽  
Vol 20 (19) ◽  
pp. 13191-13214 ◽  
Author(s):  
Zachary J. Buras ◽  
Te-Chun Chu ◽  
Adeel Jamal ◽  
Nathan W. Yee ◽  
Joshua E. Middaugh ◽  
...  
Keyword(s):  
Aromatic Ring ◽  
Alkyl Chain ◽  
Radical Formation ◽  
Phenyl Radical ◽  
Hydrogen Migration ◽  
Reaction Surface

H-Shifts in the alkyl chain catalyzed by an aromatic ring (green pathway).

Effect of aromatic ring in the alkyl chain on surface properties of arylalkyl surfactant solutions

2006 ◽  
Vol 9 (3) ◽  
pp. 245-248 ◽  
Author(s):  
Zhigang Xu ◽  
Pengfei Li ◽  
Weihong Qiao ◽  
Zongshi Li ◽  
Lubo Cheng
Keyword(s):  
Surface Properties ◽  
Aromatic Ring ◽  
Alkyl Chain ◽  
Surfactant Solutions

Photocyclisations de cétoacétals aromatiques en vue d'une approche synthétique de la crombénine

1990 ◽  
Vol 68 (7) ◽  
pp. 1251-1257 ◽  
Author(s):  
Françoise Cottet ◽  
Louis Cottier ◽  
Gérard Descotes
Keyword(s):  
Aromatic Ring ◽  
Side Reaction ◽  
Radical Formation ◽  
Type Ii ◽  
Benzyl Radical ◽  
Norrish Type

Crombenin 1 is a spiropeltogynoid compound with a spiroacetal moiety. A similar structure was synthesized starting from an orthocarbonylphenoxyisochroman by a Norrish type II photocyclisation. With an isochroman compound, the aromatic ring induces benzyl radical formation to give chiefly a bicyclic [4.3.1] derivative. However, with the introduction of electron-withdrawing or bulky substituents at C-4′, this side reaction is limited and the spiranic product becomes preponderant. Keywords: acetals, isochroman, photocyclisation, spiroacetals.

scholarly journals Degradation of octylbenzene sulfonate photoinduced by iron(III) aquacomplexes: Evidence for the fragmentation of the alkyl chain

2005 ◽  
Vol 7 (2) ◽  
pp. 71-78 ◽  
Author(s):  
Nadra Debbache ◽  
Gilles Mailhot ◽  
Kamel Djebbar ◽  
Bernadette Lavedrine ◽  
Michèle Bolte
Keyword(s):  
Electron Transfer ◽  
Quantum Yield ◽  
Aromatic Ring ◽  
Alkyl Chain ◽  
Solar Light ◽  
Complete Disappearance ◽  
Photochemical Degradation

The degradation of octylbenzene sulfonate (OBS) photoinduced by iron(III) aquacomplexes was investigated upon irradiation at 365 nm and by solar light. The photochemical degradation appears to be due toHO•radicals arising from the electron transfer inFe(OH)2+. If oxygen does not affect the initial quantum yield of OBS degradation, it is necessary to pursue the reaction up to, first the complete disappearance of OBS and secondly OBS mineralization. The nature of the major photoproducts gives evidence for a competitive attack ofHO•radicals on the alkyl chain resulting in a shortening of the chain. Among the possible sites on the chain, hydrogen on the carbon inαposition with respect to the aromatic ring was the main point of attack with the formation of 4-acetylbenzene sulfonate and 4-carboxylicbenzene sulfonate.

Hydrogen Rearrangements in the Mass Spectra of Alkylbenzenes

1971 ◽  
Vol 25 (2) ◽  
pp. 253-258 ◽  
Author(s):  
David A. Lightner ◽  
Gary B. Quistad ◽  
Elizabeth Irwin
Keyword(s):  
Aromatic Ring ◽  
Mass Spectra ◽  
Alkyl Chain ◽  
Deuterium Labeling ◽  
Hydrogen Atoms ◽  
Ortho Hydrogen ◽  
Alkyl Chains ◽  
Upper Limits ◽  
Hydrogen Deuterium ◽  
E 92

By means of extensive deuterium labeling, the γ-carbon has been shown to be the principal site of transferred hydrogen (deuterium) regardless whether the hydrogen (deuterium) is primary, secondary, or tertiary. Although a significant transfer is also observed from the β, δ, ε, and more remote (to θ) carbons of the alkyl chain, such transfer is not attended by C–C cleavage (fragmentation) and is interpreted as an exchange between the aromatic ring ( ortho-hydrogen atoms) and the alkyl chain hydrogen atoms (deuterium atoms). The data herein also set small upper limits 011 the formation of m/ e 91 (C7H7+) from m/ e 92 (C7Hs+−) at both high and low ionizing voltages as well as in long and short alkyl chains.

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