In 2016,Pitts, Cody Ross; Ling, Bill; Snyder, Joshua A.; Bragg, Arthur E.; Lectka, Thomas published 《Aminofluorination of Cyclopropanes: A Multifold Approach through a Common, Catalytically Generated Intermediate》.Journal of the American Chemical Society published the findings.Synthetic Route of C9H11Br The information in the text is summarized as follows:
We have discovered a highly regioselective aminofluorination of cyclopropanes. Remarkably, four unique sets of conditions-two photochem., two purely chem.-generated the same aminofluorinated adducts in good to excellent yields. The multiple, diverse ways in which the reaction could be initiated provided valuable clues that led to the proposal of a “”unifying”” chain propagation mechanism beyond initiation, tied by a common intermediate. In all, the proposed mechanism herein is substantiated by product distribution studies, kinetic analyses, LFERs, Rehm-Weller estimations of ΔGET, competition experiments, KIEs, fluorescence data, and DFT calculations From a more phys. standpoint, transient-absorption experiments have allowed direct spectroscopic observation of radical ion intermediates (previously only postulated or probed indirectly in photochem. fluorination systems) and, consequently, have provided kinetic support for chain propagation. Lastly, calculations suggest that solvent may play an important role in the cyclopropane ring-opening step. The results came from multiple reactions, including the reaction of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Synthetic Route of C9H11Br)
1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Synthetic Route of C9H11Br
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary