Abstract: The hydrolysis rates of phosphonosulfates having a neighboring 2-pyridyl group, 2- pyridyl-(1) and 2-pyridylmethylphosphonosulfate (2), have been compared with those of the corresponding phenyl-(3) and benzylphosphonosulfate (4) in a pH range of 1-9. All of the esters were found to undergo the acid-catalyzed reaction via the selective S-0 bond cleavage. Under neutral pH conditions, the PO bond was selectively cleaved in the ...
[Chowdhury, Sarwat; Muni, Niraj J.; Greenwood, Nicholas P.; Pepperberg, David R.; Standaert, Robert F. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3745 - 3748]