Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 22nd May 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.

Issue 14, 1997
Previous Article Next Article

Carbon–fluorine bond activation in perfluorobenzonitrile byLiN(SiMe3)2. Synthesis of(Me3Si)2NC6F4CN-4 andcrystal structure ofLiN(C6F4CN-4)2·2C4H8O


The reaction of C 6 F 5 CN with the dimeric lithium salt [Li(NSiMe 3 )·Et 2 O] 2 yielded a 11∶9 mixture of (Me 3 Si) 2 NC 6 F 4 CN-4 1 and LiN(C 6 F 4 CN-4) 2 ·2thf, respectively (thf = tetrahydrofuran). The compounds were characterized spectroscopically and complex 2 by crystal structure determination. The central lithium forms a distorted trigonal bipyramid the apical position of which is filled by a nitrile nitrogen of an adjacent molecule, inducing chains running parallel to the b-direction of the crystal. The driving force for the production of 1 and 2 is the elimination of LiF and SiMe 3 F, respectively. The calculated enthalpy for formation of 2 is more favourable compared to that for formation of 1, although the similar yields indicate that similar enthalpies of activation apply to both systems.

Back to tab navigation

Article type: Paper
DOI: 10.1039/A700682I
J. Chem. Soc., Dalton Trans., 1997, 2483-2486

  •   Request permissions

    Carbon–fluorine bond activation in perfluorobenzonitrile by LiN(SiMe3)2. Synthesis of (Me3Si)2NC6F4CN-4 and crystal structure of LiN(C6F4CN-4)2·2C4H 8O

    M. Shmulinson, A. Pilz and M. S. Eisen, J. Chem. Soc., Dalton Trans., 1997, 2483
    DOI: 10.1039/A700682I

Search articles by author