endo-4-Thiatricyclo[5,2,1,0]dec-8-yl p-nitrobenzoate is solvolysed 752 times faster than endo-tricyclo[5,2,1,0]dec-8-yl p-nitrobenzoate and 955 times faster than exo-4-thiatricyclo[5,2,1,0]dec-8-yl p-nitrobenzoate; this rate enhancement has been attributed to remote sulphur participation.
R. F. Gratz and P. Wilder, J. Chem. Soc. D, 1970, 1449 DOI: 10.1039/C29700001449
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