Abstract

NOONIKARA-POYIL, Anurag; BARRAGAN, Enrique; PATIL, Siddappa  and  BUGARIN, Alejandro. Methylene: The Linker of Two Aromatic Iminium Salts. J. Mex. Chem. Soc [online]. 2019, vol.63, n.3, pp.84-92.  Epub Sep 14, 2020. ISSN 1870-249X.  https://doi.org/10.29356/jmcs.v63i3.525.

A straightforward synthesis of aromatic iminium salts has been developed by coupling 2-Azido-1,3,5-trimethyl benzene with 1,3-ditert-butylimidazolium tetrafluoroborate in basic conditions, followed by treatment with dichloromethane or iodomethane. Herein, we report the synthetic procedure and full characterization data, including X-ray structure analysis, of the expected bis(triazenyl)methane adduct 5. Moreover, we have discovered what constitutes a double carbon-chlorine bond activation.

Keywords : aromatic iminium salts; π-conjugated triazene; x-ray structure; iodomethane; methylene chloride..

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