Characterization of novel TCNQ and TCNE 1:1 and 1:2 salts of the tetrakis(dimethyamino)ethylene dication, [{(CH3)2N}2C–C{N(CH3)2}2]2+
Abstract
Addition of TCNQ to a solution of tetrakis(dimethylamino)ethylene in MeCN produces the salt [TDAE][TCNQ]2; the dipositive cation, [{(CH3)2N}2C–C{N(CH3)2}2]2+, is nonplanar, with a dihedral angle of 63.9°, while the TCNQ anions crystallize as [TCNQ]22– dimers with an interplanar separation of 3.16 Å. The complex [TDAE][TCNE] was prepared in a similar manner; the [TDAE]2+ cation and [TCNE]2– anion are nonplanar, with dihedral angles of 71.3 and 76.6°, respectively. The four CN groups in the [TCNE]2– anion each accept three C–H ⋯ N hydrogen bonds. In each case, one C–N ⋯ H angle is in the range 134–156°, while the other two are near 90°(81–100°).