E. Montoneri et al., ORGANOSULFUR PHOSPHORUS-ACID COMPOUNDS .4. FLUOROBENZYLPHOSPHONO-SULFONIC ACIDS, Phosphorus, sulfur and silicon and the related elements, 86(1-4), 1994, pp. 145-155
Four new organosulphur phosphorus acid compounds have been obtained by
sulphonation with liquid SO3: 2-fluorobenzylphosphonic and 4-fluorobe
nzylphosphonic acids gave 2-fluorobenzylphosphono-5-sulphonic and 4-fl
uorobenzylphosphono-3-sulphonic acids respectively, in nearly quantita
tive yields; 3-fluorobenzylphosphonic acid gave 3-fluorobenzylphosphon
o-6-sulphonic acid (85%) and 3-fluorobenzylphosphono-4-sulphonic acid
(15%). Product structures are based on C-13 magnetic resonance data. T
he entry of the SO3H group into the aromatic ring seems mainly ruled b
y the fluorine substituent.