
TY  - JOUR
A1  - Beasley, AE 
A1  - Rasmussen, M 
T1  - Heterocyclic ambident nucleophiles. II. The alkylation of adenine
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1981
VL  - 34
IS  - 5
SP  - 1107
EP  - 1116
KW  - 
UR  - https://doi.org/10.1071/CH9811107 
N2  - The alkylation of un-ionized adenine by a variety of primary alkyl halides under standardized, common conditions (HCONMe2, 100º) was investigated. The alkylation pattern (N 1 : N 3 : N 7 : N 9) was found to be relatively insensitive to changes in the nature of the alkylating agent, except for cases involving benzyl chloromethyl ether and chloromethyl pivalate. An interpretation of these patterns in terms of modern ambient nucleophile reactivity concepts and variable SN2 transition state structures is presented. 
ER  -

