75089-69-9Relevant academic research and scientific papers
Exited State Substitution and Addition Reactions of Aryl Fluorides with Aliphatic Amines
Gilbert, Andrew,Krestonosich, Stefan
, p. 1393 - 1399 (2007/10/02)
Fluorobenzene and the difluorobenzenes undergo photochemical reaction with t-butylamine and diethylamine to give both 1:1 adducts and substitution products but only the latter are formed from hexafluorobenzene and diethylamine.Both cine and 'normal' substitution products are observed from the difluoro-compounds and the mechanism to account for this is considered to involve a polar excited-state complex between the addends and an addition-elimination process rather than benzyne intermediates. 1,2-Acyclic amine photoadducts are produced from most systems but the corresponding 1,4-isomers are the major adducts from p-difluorobenzene and that from diethylamine is unique in undergoing thermal retro-addition to the starting materials rather than conversion into the aniline derivative.
