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Type: Artigo de periódico
Title: The Sn Mechanism In Aromatic Compounds. Part Xl. Activating Effects Of Groups Attached To The Ring By A Sulphur Atom
Author: Miller J.
Wan K.-Y.
Abstract: Kinetic data are presented for the alkaline methanolysis of a series of 4-substituted fluorobenzenes, in which the substituents are joined to the ring through sulphur, viz. SMe, SPh, SCF3, SOMe, SO2Me, SO 2Ph, and SO2CF3. The Hammett substituent constants (σ-) estimated at 100° are: 0.27; 0.36; 0.66; 0.77; 1.00: 1.04; 1.40. These are compared with values for COMe, NO, and NO 2 groups. It is suggested that in the sequence of saturated groups SCH3 to SCF3, a small conjugative effect becomes evident. The possibility of a favourable polarizability effect is also considered. The ability of SR groups to activate both SE and SNAr reactions is discussed and brief comparison made with OR groups.
Rights: aberto
Identifier DOI: 
Date Issue: 1976
Appears in Collections:Unicamp - Artigos e Outros Documentos

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