Reaction of Hydroxy-substituted Polycyclic Aromatic Hydrocarbons with Nitric Oxide

Abstract

Abstract: The reaction of a series of hydroxy-substituted polycyclic aromatic hydrocarbons(PAHs)with nitric oxide containing trace O₂ was carried out in CH₂Cl₂ at room temperature. The products identified by IR, NMR and HRMS indicate that the mono nitration at para- or ortho-position with respect to hydroxy group on the benzene ring occurred regioselectively. The reactions are assumed to be initiated by single electron transfer and the reaction intermediates may be resonance stabilized phenoxy-like radicals.

Key words: Nitric oxide, Hydroxyl-substituted polycyclic aromatic hydrocarbons, Nitration

CLC Number:

O625.3

TrendMD:

LEI Lian-Di, ZHANG Hong-Rui, YANG De-Suo, WU Long-Min . Reaction of Hydroxy-substituted Polycyclic Aromatic Hydrocarbons with Nitric Oxide[J]. Chem. J. Chinese Universities, 2004, 25(10): 1863.

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Reaction of Hydroxy-substituted Polycyclic Aromatic Hydrocarbons with Nitric Oxide

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