
TY  - JOUR
A1  - Norris, RK 
A1  - Randles, D 
T1  - The correlation of regiochemistry with structure in the S<sub>RN</sub>1 reaction of <I>aci</I>-nitronates with <I>p</I>-nitrobenzylic substrates
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1982
VL  - 35
IS  - 8
SP  - 1621
EP  - 1633
KW  - 
UR  - https://doi.org/10.1071/CH9821621 
N2  - The rate and regiochemistry of the SRN1 reactions of aci-nitronates with p-nitrobenzylic substrates are profoundly affected by branching at the positions adjacent to the reaction sites (C&#946;). Definitive rules which predict whether C-alkylation will occur in the association step involving p-nitrobenzylic radicals and aci-nitronate ions are formulated. &#946;-Branching causes O-alkylation or reductive processes to increase. In some cases no recognizable product formation results. Benzylic alcohols, p-nitrophenyl alkyl ketones and/or their oximes, and p-nitrophenol are among the products which result from subsequent reactions of the O-alkylation products, aci esters of benzylic alcohols. 
ER  -

