Synthese und chemische Eigenschaften heterocyclischer Tetracyanodimethane eines heterocyclischen N , N ′‐Dicyanodiimins sowie von voll substituierten monocyclischen Tetracyanodimethanen

Syntheses and Chemical Properties of Heterocyclic Tetracyanodimethanes of a Heterocyclic N , N ′‐Dicyanodiimine and of Fully Substituted Monocyclic Tetracyanodimethanes In the presence of different bases, 4,8‐diethoxy‐ 3H , 7H ‐benzo[1,2‐ c :4,5‐ c ′]diisoxazole‐3,7‐dione ( 3 ) reacts with malonodinitrile or β‐oxobenzenepropanenitrile to the coloured salts 4a , b and 5 , respectively, which are alkylated to the tetracyanoquinodimethane‐like heterocycles 2a , b and to the bis [benzoyl(cyano)methylidene]‐substituted heterocycle 6 ( Scheme 1 ). Hydrogenation of 2a , b affords the fully substituted 7a , b , and with 2‐(1,3‐dithiol‐2‐ylidene)‐1,3‐dithiole, 2a gives the 1:1 charge‐transfer complex 8 . Heterocyclic quinone 9 is transformed to the monocyarioimino derivative 10 , and 3 reacts with cyanamide and NaH to the N , N ′‐dicyanodiimine salt 12.