Regiochemistry and reactivity in the chlorination of sulfides

JR Hancock, WR Hardstaff, PA Johns…

Index: Hancock, James Reid; Hardstaff, William Rayne; Johns, Paul Alan; Langler, Richard Francis; Mantle, William Stanley Canadian Journal of Chemistry, 1983 , vol. 61, p. 1472 - 1480

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Citation Number: 17

Abstract

Huheey's original method for the calculation of substituent electronegativities is modified so that isomeric groups have different electronegativities. The modified form of Huheey's method is then employed to show that our previously published method for anticipating regiochemistry in asymmetric sulfide chlorinations, ie, Δ XP calculations for the α and α'substituents in the sulfide substrates, is successful in all fifty known cases. A new ...