9-(1-Acetoxyethylidene)fluorene (`diacetylfluorene'), a by-product from the acetylation of 9-fluorenyllithium
Abstract
Treatment of 9-fluorenyllithium with acetyl chloride produces 9-acetylfluorene, (I), and several by-products, among which is `diacetylfluorene', now characterized definitively as 9-(1-acetoxyethylidene)fluorene [IUPAC name: (1-fluoren-9-ylidene)ethyl acetate], (II), C17H14O2, derived from acetylation of initially formed (I). Various parameters disclose substantial structural distortion within (II) emanating from A(1,3) strain associated with the 9-(acetoxyethylidenyl)fluorene system.