Abstract
In the reaction of TiCl4 in benzene as solvent with the imidoyl chloride p-Tolyl(Cl)C=NPh (1) the abstraction of the chloride substituent is observed, leading to the nitrilium salt [p-Tolyl–C≡N–Ph]+[Ti2Cl9]– (2) in quantitative yield. The highly electrophilic salt 2 is characterized by IR- and NMR spectroscopy. The observed band for the C≡N stretching mode of 2 clearly indicates the formation of a nitrilium ion. Especially a characteristic line broadening of the 13C{1H}-NMR signals related to carbon atoms next to the nitrogen is observed. By 15N,1H-HMBC NMR experiments it is shown that the nitrogen signal of 2 is significantly shifted to high-field in relation to nitriles and imines. The molecular structure of 2 was confirmed by single-crystal X-ray diffraction. The C≡N bond length and the linearity of the C–C≡N–C unit in 2 confirm the triple bond character of this bond.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Zeitschrift für anorganische und allgemeine Chemie
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
