1998
DOI: 10.1002/(sici)1099-0690(199802)1998:2<299::aid-ejoc299>3.0.co;2-b
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One Electron Oxidation of α-Alkylbenzyl Alcohols Induced by Potassium 12-Tungstocobalt(III)ate − Comparison with the Oxidation Promoted by Microsomal Cytochrome P450

Abstract: The chemical and microsomal oxidations of a number of 4‐methoxy substituted α‐alkylbenzyl alcohols 4‐MeOPhCH(R)OH (Eox = 1.6−1.7 V vs SCE) were investigated. Using potassium 12‐tungstocobalt(III)ate, a bona fide one electron oxidant, competition between Cα−H and Cα−Cβ bond cleavage in the intermediate radical cation was observed when the side‐chain alkyl group R was Et (2) and iPr (3). With R = Me (1), only C−H bond cleavage took place, whereas with R = tBu (4) C−C bond cleavage was the exclusive fragmentation… Show more

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Cited by 31 publications

(27 citation statements)
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“…Since the ketone was the only product observed in the microsomal oxidation of 7 , the HAT mechanism appears to be the most likely one, a conclusion in line with previous proposals …”
Section: C−c Bond Cleavage In Alkylaromatic and 1- And 2-arylalkanol ...supporting
confidence: 89%
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.
“…Since the ketone was the only product observed in the microsomal oxidation of 7 , the HAT mechanism appears to be the most likely one, a conclusion in line with previous proposals …”
Section: C−c Bond Cleavage In Alkylaromatic and 1- And 2-arylalkanol ...supporting
confidence: 89%
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.
“…The results of product and time-resolved kinetic studies indicate that, in acidic aqueous solution, the decay of 3 •+ proceeds by the cleavage of the C α −H bond. Thus, formation of the product cyclopropyl 4-methoxyphenyl ketone can be explained in terms of the oxidation of the α-cyclopropyl-α-hydroxy-4-methoxybenzyl radical formed after the deprotonation of 3 • + , as shown in Scheme , which is in line with the deprotonation reactions of a variety of 1-arylalkanol radical cations described previously. ,,
4
…”
Section: Discussionsupporting
confidence: 75%
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.
“…In our previous study, similar absorption of the 4,4‘-bis(methoxyphenyl)methanol cation was observed upon the excitation of 4,4‘-methoxybenzophenone ketyl radical . Because (4-methoxyphenyl)phenylmethanol cation is expected to deprotonate quickly producing 4-methoxybenzophenone(S 0 ), (4-methoxyphenyl)phenylmethanol cation would have a short lifetime compared with 4-methoxybenzophenone radical anion (Scheme ).
7 Transient absorption spectra observed at 1 (red line) and 10 ns (green line) after the second laser irradiation during the two-color two-laser photolysis (355 and 532 nm), and spectrum during one-laser photolysis (black line) of 4-methoxybenzophenone (1.0 × 10 -2 M) in Ar-saturated acetonitrile.
…”
Section: Resultssupporting
confidence: 56%
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.