Photoinduced reactions of aromatic nitro compounds with borohydride and cyanide

✍ Scribed by W.Christian Petersen; Robert L. Letsinger

• Publisher: Elsevier Science
• Year: 1971
• Tongue: French
• Weight: 258 KB
• Volume: 12
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)96818-2

✦ Synopsis

Reactions of photoexcited aromatic nitro compounds with nucleophiles and hydrogen atom donors may be classified into two major types: (I) those in which the reactant attacks the nitro group, yielding reduction products and (II) those in which the reactant attacks the aromatic ring, affording addition or substitution products. 2 These reactions in turn may be correlated with the substituents in the nitroaromatic.

Nitrobenzene and derivatives lacking strong electron donating substituents exhibit reactions of type I and react inefficiently if at all in the type II manner. Conversely, 1 -nitronaphthalene and derivatives of