1420475-91-7Relevant academic research and scientific papers
Nucleophilic substitution of bromonorbornenes and derivatives by electron transfer reactions
Crespo Andrada, Karina F.,Peisino, Lucas E.,Gueney, Murat,Dastan, Arif,Pierini, Adriana B.
, p. 955 - 965 (2013/02/26)
The photoinitiated substitution reactions of anti-7-bromobenzonorbornadiene (5), its syn isomer 6, exo-anti-13-bromobenzocyclobutanorbornene (7), syn-7-bromonorbornene (8) and bromonorbornane (9) with Me3Sn - and Ph2P- anions, in liquid ammonia, are here informed to occur with good yields of substitution. The stereochemical outcome is discussed in terms of calculations with the B3LYP functional and the 6-31+G* basis set; the solvent being included as a continuum through the PCM model. The experimental relative chemical reactivity of pairs of substrates toward a given anion is also presented.
