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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 19, Number 4
BKCSDE 19(4)
April 20, 1998 

Structure-Reactivity Relationship of Benzyl Benzenesulfonates. Part 4. Application of Correlation Interaction Coefficients
Soo-Dong Yoh*, Duk-Young Cheong, Jong-Hwan Park, Sung-Hong Kim, Kyu-Tak Howang
The mechanism of nucleophilic displacement was studied by using three variable systems of ρX, ρ Y, and ρZ obtained from the change of substituent X, Y, and Z for the reaction of (Z)-substituted benzyl (X)-benzensulfonates with (Y)-substituted thiobenzamides in acetone at 45 ℃. The results ρ Z YZ ρXZ indicate that this reaction series proceeded via a dissociative SN2 mechanism. The prediction of the movement of TS by using the sign of ρXZ·ρYZ accorded with the Hammond postulate.
434 - 436
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