Abstract
The photochemical reactions of several N-(aminoalkyl)-2-stilbenecarboxamides have been investigated. The amine groups quench the stilbenecarboxamide fluorescence intensity, presumably via intramolecular electron transfer. The relatively low quenching efficiencies and the absence of intramolecular exciplex formation are attributed to the molecular structure which prevents effective overlap between the stilbene and amine chromophores. The secondary amines are observed to undergo regioselective intramolecular addition to afford 9-or 10-ring azalactams in 25-43% isolated yield. The dependence of both fluorescence quenching and adduct formation upon molecular structure are discussed.
Original language | English (US) |
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Pages (from-to) | 159-164 |
Number of pages | 6 |
Journal | Journal of Photochemistry and Photobiology A: Chemistry |
Volume | 112 |
Issue number | 2-3 |
DOIs | |
State | Published - Jan 31 1998 |
Keywords
- Azalactams
- N-(aminoalkyl)-2-stilbenecarboxamides
- Photochemical synthesis
ASJC Scopus subject areas
- General Chemistry
- General Chemical Engineering
- General Physics and Astronomy