An approach for assessing the relative importance of field and ? inductive contributions to polar substituent effects based on the non-proportionality of field and ? inductive substituent constants
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 7,p. 985-992
- https://doi.org/10.1039/p29800000985
Abstract
Evidence is presented showing that field effects and σ inductive effects are not proportional to one another and that field effects depend on the substituent group dipole moment while σ inductive effects depend upon group electronegativity. Correlations with σI and ι indicate that polar effects in a variety of systems are basically field effects. Problems associated with a priori calculations of field and σ inductive effects are discussed. In particular, it is suggested that the effective dielectric constant, DE, should be evaluated empirically from gas-phase and solution acidities.Keywords
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