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Photochemical Rearrangements of 5,6‐Epimino‐5,6‐dihydro‐β‐ionone and Derivatives
Author(s) -
Müller Ernst Peter
Publication year - 1986
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19860690320
Subject(s) - chemistry , ionone , isomerization , derivative (finance) , irradiation , photochemistry , photodissociation , stereochemistry , medicinal chemistry , organic chemistry , catalysis , physics , nuclear physics , financial economics , economics
On irradiation at −20°, 5,6‐epimino‐5,6‐dihydro‐β‐ionone ( E )− 3 rearranges to the products 6 and 7 . The N ‐methyl derivative ( E )‐ 4 does not lead to any photoproduct upon brief irradiation; on prolonged irradiation, only unspecific photodecomposition is observed. The N ‐acylated derivative ( E )‐ 5 undergoes rapid ( E )/( Z )‐isomerization and slow rearrangement to 12 and 13 .