41201-49-4

Upstream product

• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 100-44-7 benzyl chloride 
• 99967-93-8 1,4-bis(benzyloxy)anthracene-9,10-dione 
• 124140-54-1 1,4-bis-benzyloxy-9,10-dihydro-anthracene-9,10-diol 

Relevant academic research and scientific papers

Synthesis, isolation, and characterization of Diels-Alder adducts between 1,4-dialkoxyanthracenes and maleic anhydride

In the Diels-Alder reaction of 1,4-dialkoxyanthracenes and maleic anhydride, which can afford syn- and anti-cycloadducts, the bridgehead methine proton of the cycloadducts has proved to be a useful probe for determining syn/anti selectivity, as supported by isolation of diastereomers, 1H NMR spectroscopy, and X-ray analysis. In the case of methoxy and propoxy substituents, a slight anti-preference was observed, on the other hand, the reaction of 1,4-bis(benzyloxy)anthracene gave a small syn-preference. Theoretical calculations of transition states of 1,4-dimethoxyanthracene and maleic anhydride showed no stereochemical preference. From UV-vis spectra, the formation of charge transfer complexes of anthracenes and maleic anhydride is possible.