Limitations of the  s ( E + N ) and Related Equations: Solvent Dependence of Electrophilicity | Zendy

Bentley T. William | Zendy

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Limitations of the s ( E + N ) and Related Equations: Solvent Dependence of Electrophilicity

Author(s) -

Bentley T. William

Publication year - 2011

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201005816

Subject(s) - nucleophile , electrophile , solvent , chemistry , reaction rate constant , solvent effects , neglect , computational chemistry , thermodynamics , medicinal chemistry , physics , kinetics , organic chemistry , quantum mechanics , psychology , catalysis , psychiatry

Solvent matters : Cations are reference substrates in the equation log k = s ( E + N ); neglect of solvent effects (see picture; TS=transition state) on their electrophilicity ( E ) leads to unreliable values of the nucleophilicity ( N ) and slope ( s ) parameters that characterize nucleophiles ( k is the rate constant). Consequently, these parameters are not recommended for a general scale of nucleophilicity as suggested by Mayr and co‐workers.

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