Reactivity and Acid−Base Behavior of Ring-Methoxylated Arylalkanoic Acid Radical Cations and Radical Zwitterions in Aqueous Solution. Influence of Structural Effects and pH on the Benzylic C−H Deprotonation Pathway†

Massimo Bietti; Alberto Capone

doi:10.1021/jo060678i

Reactivity and Acid−Base Behavior of Ring-Methoxylated Arylalkanoic Acid Radical Cations and Radical Zwitterions in Aqueous Solution. Influence of Structural Effects and pH on the Benzylic C−H Deprotonation Pathway†

The Journal of Organic Chemistry ◽

10.1021/jo060678i ◽

2006 ◽

Vol 71 (14) ◽

pp. 5260-5267 ◽

Cited By ~ 4

Author(s):

Massimo Bietti ◽

Alberto Capone

Keyword(s):

Aqueous Solution ◽

Radical Cations ◽

Structural Effects ◽

Acid Base ◽

Acid Radical

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Spectroscopic Detection, Reactivity, and Acid−Base Behavior of Ring-Dimethoxylated Phenylethanoic Acid Radical Cations and Radical Zwitterions in Aqueous Solution

The Journal of Organic Chemistry ◽

10.1021/jo035492n ◽

2004 ◽

Vol 69 (2) ◽

pp. 482-486 ◽

Cited By ~ 4

Author(s):

Massimo Bietti ◽

Alberto Capone

Keyword(s):

Aqueous Solution ◽

Radical Cations ◽

Acid Base ◽

Acid Radical

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One-Electron Oxidation of 2-(4-Methoxyphenyl)-2-Methylpropanoic and 1-(4-Methoxyphenyl)cyclopropanecarboxylic Acids in Aqueous Solution. The Involvement of Radical Cations and the Influence of Structural Effects and pH on the Side-Chain Fragmentation Reactivity

The Journal of Organic Chemistry ◽

10.1021/jo702104j ◽

2008 ◽

Vol 73 (2) ◽

pp. 618-629 ◽

Cited By ~ 5

Author(s):

Massimo Bietti ◽

Alberto Capone

Keyword(s):

Aqueous Solution ◽

Radical Cations ◽

Side Chain ◽

Structural Effects

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Structural Effects on the OH−-Promoted Fragmentation of Methoxy-Substituted 1-Arylalkanol Radical Cations in Aqueous Solution: The Role of Oxygen Acidity

Chemistry - A European Journal ◽

10.1002/1521-3765(20010401)7:7<1408::aid-chem1408>3.0.co;2-m ◽

2001 ◽

Vol 7 (7) ◽

pp. 1408-1416 ◽

Cited By ~ 8

Author(s):

Enrico Baciocchi ◽

Massimo Bietti ◽

Maria Francesca Gerini ◽

Laura Manduchi ◽

Michela Salamone ◽

...

Keyword(s):

Aqueous Solution ◽

Radical Cations ◽

Structural Effects ◽

Substituted 1

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Inter- and intra-molecular radical cations of alkyl bromides in aqueous solution

Chemical Physics Letters ◽

10.1016/0009-2614(92)85755-y ◽

1992 ◽

Vol 194 (1-2) ◽

pp. 135-138 ◽

Cited By ~ 7

Author(s):

H. Mohan ◽

D.K. Maity ◽

J.P. Mittal

Keyword(s):

Aqueous Solution ◽

Radical Cations ◽

Alkyl Bromides ◽

Molecular Radical

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74. The acid–base function in non-aqueous solution. Part II. The equilibria of mono-, di-, and tri-n-butylamine with 2,4-dinitrophenol in several aprotic solvents

Journal of the Chemical Society (Resumed) ◽

10.1039/jr9610000417 ◽

1961 ◽

Vol 0 (0) ◽

pp. 417-425 ◽

Cited By ~ 12

Author(s):

John W. Bayles ◽

A. F. Taylor

Keyword(s):

Aqueous Solution ◽

Aprotic Solvents ◽

Acid Base ◽

Base Function

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Thermal decomposition of peroxydisulfate in aqueous solution of benzene-nitrobenzene-benzonitrile mixtures. Formation of OH radicals from benzene radical cations and water at room temperature

Journal of the American Chemical Society ◽

10.1021/ja00389a031 ◽

1982 ◽

Vol 104 (25) ◽

pp. 7069-7073 ◽

Cited By ~ 12

Author(s):

Manfred K. Eberhardt ◽

Gines A. Martinez ◽

Juana I. Rivera ◽

Anselmo Fuentes-Aponte

Keyword(s):

Aqueous Solution ◽

Thermal Decomposition ◽

Room Temperature ◽

Radical Cations ◽

Oh Radicals

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The influence of β-cyclodextrin on acid–base and tautomeric equilibrium of fluorescein dyes in aqueous solution

Carbohydrate Research ◽

10.1016/j.carres.2010.07.002 ◽

2010 ◽

Vol 345 (13) ◽

pp. 1882-1890 ◽

Cited By ~ 19

Author(s):

Larisa N. Bogdanova ◽

Nikolay O. Mchedlov-Petrossyan ◽

Natalya A. Vodolazkaya ◽

Alexander V. Lebed

Keyword(s):

Aqueous Solution ◽

Tautomeric Equilibrium ◽

Acid Base ◽

Fluorescein Dyes

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Electron spin resonance studies. Part 58. The formation and reactions of some aliphatic radical-cations in aqueous solution

Journal of the Chemical Society Perkin Transactions 2 ◽

10.1039/p29800000647 ◽

1980 ◽

pp. 647 ◽

Cited By ~ 25

Author(s):

Bruce C. Gilbert ◽

Richard O. C. Norman ◽

Peter S. Williams

Keyword(s):

Aqueous Solution ◽

Electron Spin Resonance ◽

Electron Spin ◽

Radical Cations ◽

Spin Resonance ◽

Aliphatic Radical

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Der Einfluß der Struktur polyoxypropylierter sekundärer Amine auf ihre Adsorption an der Grenzfläche Wäßrige Lösung-Luft / Structural Effects of Polyoxypropylated Secondary Amines on their Adsorption at the Aqueous Solution - Air Interface

Tenside Surfactants Detergents ◽

10.1515/tsd-1991-280419 ◽

1991 ◽

Vol 28 (4) ◽

pp. 267-272

Author(s):

A. Sokolowski ◽

J. Chlebicki ◽

K. A. Wilk

Keyword(s):

Aqueous Solution ◽

Secondary Amines ◽

Structural Effects ◽

Air Interface

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Computational estimates of the gas-phase acidities of dihydroxybenzoic acid radical cations and their corresponding neutral species

Journal of Molecular Structure THEOCHEM ◽

10.1016/s0166-1280(03)00193-3 ◽

2003 ◽

Vol 629 (1-3) ◽

pp. 223-235 ◽

Cited By ~ 27

Author(s):

Faten H. Yassin ◽

Dennis S. Marynick

Keyword(s):

Gas Phase ◽

Radical Cations ◽

Dihydroxybenzoic Acid ◽

Neutral Species ◽

Acid Radical

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