7335-77-5Relevant articles and documents
Regioselective Addition of Grignard Reagents to 3-Methoxy- and 3-Nitrophthalic Anhydride
Braun, Manfred,Veith, Reiner,Moll, Gerard
, p. 1058 - 1070 (2007/10/02)
The regioselectivity in the addition of the grignard reagents 5a and 6a to the anhydrides 1 and 2 is determined by the solvent system: in a highly selective manner (3:97), the meta carbonyl group is attacked in tetrahydrofuran/tetramethylethylenediamine, while predominant, but relatively unselective (maximum 78:22) addition to the ortho carbonyl group is observed in diethyl ether.The influence of the solvent system on the regioselectivity is discussed.The LUMO-coefficients of the carbonyl carbon atoms in 1 and 2 were calculated.