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. Author manuscript; available in PMC: 2008 Aug 25.
Published in final edited form as: J Org Chem. 2006 Sep 15;71(19):7180–7184. doi: 10.1021/jo060896b

Figure 3.

Figure 3

Top, the transition state for pNPP hydrolysis. The charge of -2 of the reactant is dispersed nearly equally between the leaving group and the phosphoryl group. The transition state for pNPPT hydrolysis is similar, but lacks nucleophilic participation.