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Front Cover: Surprising Outcomes of Classic Ring‐Expansion Conditions Applied to Octaethyloxochlorin, 2. Beckmann‐Rearrangement Conditions (Eur. J. Org. Chem. 14/2017)
Author(s) -
Li Ruoshi,
Zeller Mathias,
Bruhn Torsten,
Brückner Christian
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700435
Subject(s) - beckmann rearrangement , chemistry , ring (chemistry) , front cover , cover (algebra) , lactone , stereochemistry , computational chemistry , catalysis , organic chemistry , mechanical engineering , engineering
The cover picture shows some of the many accidental oxidation‐product hits formed in the unsuccessful attempts to generate the ring‐expanded target lactam or lactone from octaethyloxochlorin by using classic ring‐expansion reactions (Baeyer–Villiger, Beckmann, and Schmidt reaction conditions); only one, — and also unexpected — ring‐expanded product could be made. The work highlights how the conformation constraints within a porphyrin macrocycle thwart the expected outcomes of classic name reactions. Details are discussed in the consecutive Full Papers by C. Brückner et al. on page 1820 ff (DOI: 10.1002/ejoc.201601422 ), 1826 ff (DOI: 10.1002/ejoc.201601424 ) and 1835 ff (DOI: 10.1002/ejoc.201601423 ).