76319-75-0

Upstream product

• 71133-64-7 8-methoxyheptafulvene 
• 130-15-4 [1,4]naphthoquinone 
• 89398-68-5 5,12-Bis(methoxymethoxy)naphth<2,3-a>azulen 
• 89398-69-6 5,12-Bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxymethoxy)-naphtho[2,3-a]azulene 

Downstream Products

• 89398-69-6 5,12-Bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxymethoxy)-naphtho[2,3-a]azulene 
• 89398-74-3 5',12'-Bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxymethoxy)-[11,11']bi[naphtho[2,3-a]azulenyl]-5,12-dione 
• 108781-93-7 5,12-Bis-benzyloxy-naphtho[2,3-a]azulene 

Relevant academic research and scientific papers

Acenazulenediones

Reactions of 8-methoxyheptafulvene (1) and quinones 2 give in -cycloadditions hydroacenazulenediones 3, which are immediately transformed to acenazulenediones 4 and 5.The yields in the reaction sequence depend on the half-wave-reduction-potentials (E1/2) of 2.Only compounds 2 with E1/2 (in acetonitrile, vs s.c.e.) lower than -0.5 V lead to cycloadducts in reasonable yields.Properties of the ground and excited states of 4 and 5 are characterized by spectroscopic methods and molecular-orbital-calculations.