Abstract
AbstractNew electrophilic derivatives of maleic anhydride were synthesized to test their reactivity in ene reactions with the terminal double bond of hydrocarbon polymers. The methyl ester and new ethyl ester of sulfomaleic anhydride (SMA) were reacted with 2,2,4‐trimethyl‐1‐pentene 3, which is a model compound for the end group of the hydrocarbon polymers. The SMA esters were more oleophilic than SMA itself, but many side reactions occurred. Higher alkyl esters of SMA could not be synthesized. Two silyl esters of SMA, trimethylsilyl and t‐butyldiphenylsilyl, were also synthesized and reacted with 3; ene reactions proceeded well in bulk, but the ene adducts decomposed upon heating. The powerful dienophilic character of these SMA esters was demonstrated by a series of [4 + 2] cycloadditions.
Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
