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Notiz zur Synthese des 3,7‐Dicyan‐1,5‐dimethylsemibullvalens
Author(s) -
Hüsing Nicola,
Rothe Wolfgang,
Kiefer Wolfgang,
Quast Helmut
Publication year - 1992
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199219920153
Subject(s) - chemistry , tetrahydrofuran , yield (engineering) , copper , zinc , octane , organic chemistry , chloride , medicinal chemistry , metallurgy , materials science , solvent
Note of the Synthesis of 3,7‐Dicyano‐1,5‐dimethylsemibullvalene The crystalline mixture of the tetrabromodinitriles 6 and 7 , which is readily available in three steps from 1,5‐dimethylbicyclo[3.3.0]octane‐3,7‐dione, is reduced by the zinc‐copper couple in dry tetrahydrofuran in the presence of copper(I) chloride under ultrasonic radiation affording brominated semibullvalenes. Addition of water to the reaction mixture and resumption of the procedure eventually results in complete reduction producing the title compound 3a in good yield.