α,2-, α,3-, and α,4-Dehydrophenol Radical Anions: Formation, Reactivity, and Energetics Leading to the Heats of Formation of α,2-, α,3-, and α,4-Oxocyclohexadienylidene

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α,2-, α,3-, and α,4-Dehydrophenol Radical Anions: Formation, Reactivity, and Energetics Leading to the Heats of Formation of α,2-, α,3-, and α,4-Oxocyclohexadienylidene

We have regiospecifically generated the α,2-, α,3-, and α,4-dehydrophenoxide anions by collisional activation of o-, m-, and p-nitrobenzoate. The α,2 and α,4 isomers also were synthesized by reacting o-benzyne radical anion with carbon dioxide and electron ionization ofp-diazophenol. All three dehydrophenol radical anions were differentiated from each other and identified by probing their chemi...

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ژورنال

عنوان ژورنال: Journal of the American Chemical Society

سال: 2003

ISSN: 0002-7863,1520-5126

DOI: 10.1021/ja029571c