Front Cover: Synthesis and Unusual NMR‐Spectroscopic Behavior of a Strained Bicyclic Ammonium Salt (Eur. J. Org. Chem. 10/2018). Issue 10 (28th February 2018)

• Record Type: Journal Article
• Authors: Pusch, Stefan; Schollmeyer, Dieter; Opatz, Till
• Is Part Of: European journal of organic chemistry. Issue 10(2018)
• Page Start: 1174
• Page End: 1174
• Publication Date: 2018-02-28
• Subjects: Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201800332
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : The Front Cover shows the schematic preparation of a strained bicyclic ammonium cation (top). At first sight, unusual NMR spectroscopic characteristics were puzzling and DFT calculations were performed to support the proposed structure (bottom: detail of 13 C NMR and COSY spectra). In the center, the πC=C and σ*C–N natural bonding orbitals are highlighted because a significant hyperconjugation was predicted by the computational methods. In the background, a UV image of the Cygnus Loop nebula is shown (image credit with permission: NASA/JPL‐Caltech, PIA15415) as the photocyclization used for the synthesis employs the same type of radiation. More information can be found in theCommunication by T. Opatz et al .