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The Photoaddition of Pyrroles to Arylethenes and Arylethynes
Author(s) -
Austin Mark,
Covell Christopher,
Gilbert Andrew,
Hendrickx Ramon
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970525
Subject(s) - chemistry , pyrrole , styrene , photochemistry , adduct , acetic acid , fluorescence , irradiation , medicinal chemistry , organic chemistry , polymer , copolymer , physics , quantum mechanics , nuclear physics
The photochemical reactions of styrene, ( E )‐stilbene, phenyl‐ethyne, and diphenylethyne with pyrrole and N ‐methylpyrrole have been investigated. The pyrroles quench the fluorescence of the phenylethenes and phenylethynes efficiently and broad structureless emissions attributed to exciplexes are observed from the N ‐methylpyrrole systems. Substituted pyrroles (1:1 and 2:1 adducts) are formed from irradiation of the phenylethenes with pyrrole, and 2‐styrylpyrroles result from the phenylethynes. Styrene, but none of the other arenes, undergoes photoaddition to N ‐methylpyrrole in the presence of 10% acetic acid.