Photoreduction of Substituted Arenes with Borates and Borohydride: An Electron Transfer Mechanism
Abstract
The photoreduction of organic compounds with inorganic metal hydrides is a topic of long-standing interest and recently recognized importance. Early, pioneering work by Paskovitch, Barltrop, Letsinger and Ohashi showed that the irradiation of aromatic hydrocarbons, nitriles, nitro compounds, or halides in the presence of NaBH4 gives products from formal substitution of hydride onto the aromatic nucleus. More recently, Epling and Florio re-examined these reactions and established relative rates for a group of related aryl chlorides, and Abeywickrema and Beckwith reported photo-dehalogenation of arenes in the presence of NaBH4 and di-tert-butyl peroxide. Electronically excited aryl nitriles and halides react with borohydride or with alkyl borates by an electron transfer reaction path to give reduction products.
Document Details
- Document Type
- Technical Report
- Publication Date
- Jul 06, 1988
- Accession Number
- ADA196946
Entities
People
- Gary Schuster
- Michael Kropp
Organizations
- University of Illinois Urbana–Champaign